Theilig, Gerhard’s team published research in Chemische Berichte in 86 | CAS: 20662-83-3

Chemische Berichte published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C13H15NO6S, Recommanded Product: 4,5-Dimethyloxazole.

Theilig, Gerhard published the artcileFormamide reactions. II. Studies in the oxazole series and conversion of oxazoles to imidazole with formamide, Recommanded Product: 4,5-Dimethyloxazole, the publication is Chemische Berichte (1953), 96-109, database is CAplus.

Oxazoles, O.CR:N.CR’:CR” (I), are prepared from α-bromo ketones and RCO2H or RCONH2, from acylated aliphatic acyloins, α-acyloxy ketones, and enediol diesters and are converted into imidazoles by treatment with HCONH2 (II). Heating AcCHBrMe (III) (38 g.) and 90 g. II 5 h. at 100° gives 21% I (R = H, R’ = R” = Me), b13 35-65°, b760 128-33°; PhCOCHBrPh and II 3 h. at 120-40° give 41% I (R = H, R’ = R” = Ph), b14 190-4°; PhCOCH2Br and PrCONH2 (IV) 3 h. at 140° give 15% I (R = Pr, R’ = Ph, R” = H), b12 148-52°; III and AcNH2 2.5 h. at 110° give 67% I (R = R’ = R” = Me) (V), b20 42-8°; III and IV give 36% I (R = Pr, R’ = R” = Me), b. 175-85°; PrCOCHBrEt and IV 1 h. give 70% I (R = R’ = Pr, R” = Et), b13 95-8°. Refluxing 29 g. EtCOCHEtOAc (VI) in 100 cc. AcOH 1 h. with 50 g. AcONH4 gives 82% I (R = Me, R’ = R” = Et), b17 64-5°; 12 g. VI refluxed with 22 g. EtCO2NH4 and 70 cc. EtCO2H 1.25 h. gives 80% I (R = R’ = R” = Et), b9 62-4°; 15 g. PrCOCHPrOAc refluxed 1 h. with 80 cc. AcOH and 30 g. AcONH4 gives 85% I (R = Me, R’ = R” = Pr), b10 82-4°; 10 g. Me2CHCOCH(OAc)CHMe2 refluxed 1 h. with 50 cc. AcOH and 20 g. AcONH4 gives 67% I (R = Me, R’ = R” = Me2CH), b12 62-72°, which gives a crystalline HgCl2 salt. Dissolving PhCOCHPhOH in PrCOCl at 40° and heating the mixture on the water bath give PhCOCHPhO2CPr, m. 63°, which (11 g.), refluxed with 40 cc. PrCO2H and 3 g. NH3 1.5 h., gives 4.5 g. I (R = Pr, R’ = R” = Ph), b12 220-2°, m. 69°, and 4 g. 2-propyl-4,5-di-phenylimidazole, m. 206°. Refluxing 36 g. BzCHPhO2CCH2CHMe2 in 100 cc. AcOH with 45 g. AcONH4 gives 60% I (R = Me2CHCH2, R’ = R” = Ph), b0.4 182°; refluxing 22 g. benzoin heptanoate in 100 cc. AcOH 1.5 h. with 40 g. AcONH4 gives 29% I (R = C6H13, R’ = R” = Ph), b0.01 160-3°. Refluxing 15 g. BzCHEtOAc, 75 cc. AcOH, and 30 g. AcONH4 1 h. gives 50% I (R = Me, R’ = Ph, R” = Et), b10 133-5°; similarly, p-MeC6H4COCH(OAc)CHMe2 gives 50% I (R = Me, R’ = p-MeC6H4, R” = Me2CH), b10 149-51°. Refluxing 32 g. PhCOCHBrEt, 27 g. EtCO2Na, and 60 g. EtCO2H 2 h. gives 55% I (R = R” = Et, R’ = Ph), b10 139-44°, and some 2,5-diethyl-4-phenylimidazole, m. 143-4°. Refluxing 25.5 g. BzCHBrCHMe2, 17 g. AcONa, and 85 cc. AcOH 2 h., filtering the mixture, and refluxing the filtrate with 40 g. AcONH4 1.5 h. give 82% I (R = Me, R’ = Ph, R” = Me2CHCH2), b10 143-5°; similarly, 21 g. BzCHBrMe (VII), 19 g. EtCO2Na, 80 cc. EtCO2H, and 30 g. EtCO2NH4 give 62% I (R = Et, R’ = Ph, R” = Me), b9 131-3°; 22 g. VII, 25 g. PrCO2Na, and 80 cc. PrCO2H 2 h. give 31% I (R = Pr, R’ = Ph, R” = Me), b10 154-6°; 27 g. BzCH2Br, 30 g. PrCO2Na, 100 cc. PrCO2H, and 5.5 g. NH3 in 50 cc. PrCO2H give 6% I (R = Pr, R’ = Ph, R” =H), b12 148-52°; 43 g. VII, 30 g. AcONa, 50 cc. AcOH, and 30 g. AcONH4 give 66% I (R = R” = Me, R’ = Ph), b12 136-8°; 28 g. BzCHBrEt, 20 g. AcONa, 50 cc. AcOH, and 20 g. AcONH4 give 65% I (R = Me, R’ = Ph, R” = Et), b12 146-8°. Adding 5 cc. EtCOCl to 13 g. powd. Na in 500 cc. boiling ether and, when the reaction has started, adding another 41 g. EtCOCl give 58% 3-hexene-3,4-diodipropionate (dipropionyl) (VIII), b14 119-21°; 4-octenel 4,5-diol dibutyrate (dibutyryl), 62%, b16 123-9°, and 2,7-dimethyl-4-octene-4,5-diol diisovalerate (diisovaleryl), 77%, b12 157-66°, are prepared similarly. Refluxing 8.5 g. VIII with 50 cc. AcOH and 15 g. AcONH4 1 h. gives 63% I (R = R’ = R” = Et), b12 72-3°; I (R = R’ = R” = Pr), 61%, b17 116-19°; I (R = R’ = R” = Bu), 72%, b13 120-3°. A mixture of 50 cc. anhydrous HCO2H and 50 cc. Ac2O (ice-cooled) is kept with 20 g. benzoin 3 days at 20° and poured into 600 cc. H2O, giving 79% benzoin formate which (18 g.) is refluxed with 8 g. NH3 in 100 cc. HCO2H 1 h. and poured into 300 cc. H2O, giving 72% I (R = H, R’ = R” = Ph), b11, 188-92°; warming 2 g. PhCH(OH)CONHCH2OH with 10 cc. POCl3 0.5 h. at 65-70° and distilling off the excess POCl3 in vacuo give 17% I (R = R’ = H, R” = Ph), m. 39-40°. Refluxing 4 g. 4-phenyloxazole with 50 cc. HCONH2 3 h. gives 97% 4(or 5)-phenylimidazole, m. 128°. The following HN.CR:N.CR’:CR” (IX) are prepared similarly from the corresponding I: 2-methyl-4(or 5)-Ph 88%, m. 161°; 4,5-di-Me, 70%, m. 117°; 2-methyl-4,5-diphenyl, 85%, m. 241°; 2-Pr homolog, 82%, m. 206°; 2,4,5-tri-Me, 33%, m. 128-30°; 2-methyl-5(or 4)-ethyl-4(or 5)-phenyl-, 90%, HCl salt m. 127°; 2-methyl-5(or 4)-isobutyl-4(or 5)-phenyl-, 29%, HCl salt, needles, m. 194-6°; 5(or 4)-methyl-2-ethyl-4(or 5)-phenyl-, 17%, HCl salt m. 198-200°. On treating the appropriate I with a 0.5% solution of 2,4-(O2N)2C6H3NHNH2 in 2N HCl, I are cleaved, giving the following RCONHCHR’CR”:NNHC6H3(NO2)2-2,4 (all are needles, R, R’, R”, color, % yield, m.p. in the order given): H, Ph, H, 87, yellow-orange, 243-4°; Me, Ph, H, 76, yellow-orange, 233-5°; H, Me, Me, 71, yellow-orange, 222-3°; Me, Me, Me, 73, yellow, 304-7°; Me, Et, Et, 47, orange-red, 277-8°; Et, Et, Et, 22, red, 259-61°. Adding alternately in small portions 35 cc. 10% NaOH and 5 g. BzCl to 2 g. 4,5-dimethyloxazole, stirring the mixture 0.5 h., and extracting with C6H6give 71% MeCOCHMeNHBz, fine needles, m. 64-5° (2,4-dinitrophenylhydrazone, m. 199°). The mechanisms of these reactions are briefly discussed.

Chemische Berichte published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C13H15NO6S, Recommanded Product: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Rao, B. Rajeshwar’s team published research in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry in 39B | CAS: 20662-83-3

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Recommanded Product: 4,5-Dimethyloxazole.

Rao, B. Rajeshwar published the artcileOxazoles: Perturbations by methyl groups, Recommanded Product: 4,5-Dimethyloxazole, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2000), 39B(2), 154-155, database is CAplus.

The effect of Me groups in oxazoles was studied and the perturbations caused on the O and N atoms were rationalized. The HMO (HMO) method was used to evaluate the π-electron densities of all the mols. studied.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Recommanded Product: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

LaMattina, John L.’s team published research in Journal of Organic Chemistry in 45 | CAS: 72571-06-3

Journal of Organic Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Application In Synthesis of 72571-06-3.

LaMattina, John L. published the artcileReaction of α-amino ketone hydrochlorides with ortho esters: an oxazole synthesis, Application In Synthesis of 72571-06-3, the publication is Journal of Organic Chemistry (1980), 45(11), 2261-2, database is CAplus.

Reaction of α-amino ketone hydrochlorides with triethyl orthoesters gives 5-monosubstituted and 2,5-disubstituted oxazoles I (R = 4-pyridyl, Ph, p-O2NC6H4, p-BrC6H4; R1 = H, Me, Et). The reaction is most successful when the substituent adjacent to the keto function is electron deficient. Subsequent chem. reactions, however, provide derivatives in which the corresponding electron excessive compounds are available.

Journal of Organic Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Application In Synthesis of 72571-06-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Kondrat’eva, G. Ya.’s team published research in Khimicheskaya Nauka i Promyshlennost in 2 | CAS: 20662-83-3

Khimicheskaya Nauka i Promyshlennost published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, COA of Formula: C5H7NO.

Kondrat’eva, G. Ya. published the artcileCondensation of homologs of oxazole with maleic anhydride, COA of Formula: C5H7NO, the publication is Khimicheskaya Nauka i Promyshlennost (1957), 666-7, database is CAplus.

The reaction of oxazoles with dienophiles in C6H6 solutions do not give the expected endoxo derivatives of tetrahydropyridine series but the substituted cinchomeronic acid. Apparently the usual mechanism of diene synthesis gives bicyclo-endoxo-compounds which rearrange immediately to give cinchomeronic acid. Condensation of the following oxazoles with maleic anhydride gave the corresponding cinchomeronic acid derivatives: 2,4-, 2,5-, and 4,5-dimethyloxazole, 2,5,6-trimethyloxazole, and 2-methyl-4,5-tetramethyleneoxazole. The yields, m.p., of the respective acids and the m.p. of the anhydrides obtained with P2O5 were as follows: 80%, 270-3°, 111°; 78%, 246°, 104-4.5°; 85%, 262°, 92°; 52%, 234°, 83°; 35%, 220°, 140°.

Khimicheskaya Nauka i Promyshlennost published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, COA of Formula: C5H7NO.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

DeStevens, George’s team published research in Journal of Organic Chemistry in 23 | CAS: 20662-83-3

Journal of Organic Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

DeStevens, George published the artcileHeterocycles. VII. Oxazolin-2-ones, Name: 4,5-Dimethyloxazole, the publication is Journal of Organic Chemistry (1958), 1572-3, database is CAplus.

cf. preceding abstract Since some thiazolin-2-ones (Ia) showed a marked analgetic effect in laboratory animals it was interesting to modify the hetero atoms; thus the exchange of S for O was studied. In the synthesis of the desired 2,3,4,5,6,7-hexahydrobenzoxazolin-2-one (I) some difficulties were encountered. α-Hydroxycyclohexanone (II), when freshly distilled exists as a true monomer which was demonstrated by its strong infrared absorption bands at 3480 and at 1715 cm.-1 but on standing several hrs. dimerizes to a hemiacetal. Thus the monomer II condensed with H2NCO2Et (III) to give only I whereas the dimer condenses with III to give 4,5,6,7-tetrahydrobenzimidazolin-2-one (IV) plus an oil which analyzes for the carbamate (V) of the dimer. The structure of V is not fully elucidated. Finally the alternate approach through α-aminocyclohexane (VI).HCl and COCl2 gave a small amount of I. I tested for analgesia according to the rat-tail burn technique was comparable with Ia in activity. I was found to be more toxic than Ia. Further work in this series is underway. Acetoin (44 g.), 125 g. III, and 250 ml. HCONMe2 refluxed 25 hrs., solvent and excess III distilled in vacuo, and the residue distilled gave 75% 4,5-dimethyloxazolin-2-one (VII), m. 112-13° (alc.-hexane). VII (1.2 g.) refluxed 15 min. with 0.23 g. Na in 50 ml. MeOH, excess MeI added and the mixture refluxed 24 hrs., the solution evaporated to dryness, the residue extracted with C6H6, and distilled gave 55% 3,4,5-trimethyloxazolin-2-one, b0.12 76°, needles, m. 62° (H2O). VII (6 g.) refluxed 15 min. with 1.24 g. Na in 200 ml. iso-PrOH, 6.7 g. PhCH2Cl added, the refluxing continued 16 hrs., chilled, the NaCl removed, and the filtrate concentrated gave on distillation 3.2 g. 3-benzyl-4,5-dimethyloxazolin-2-one (VIII), b0.06 140°, m. 90-1° (C6H6). 3-(p-Acetamidophenoxyethyl)-4,5-dimethyloxazolin-2-one was prepared as was VIII, m. 150-1° (C6H6). VII (6.8 g.) refluxed 10 min. with 1.38 g. Na in 200 ml. iso-PrOH, then 24 hrs. longer with a molar equivalent of Me2N(CH2)3Cl, the alc. removed, the residue extracted with 10% HCl, the aqueous extract made slightly alk., extracted with Et2O, dried, and treated with dry HCl gave 3-(3-dimethylaminopropyl)-4,5-dimethyloxazolin-2-one-HCl (IX), m. 222-3° (alc.). 3-(2-Piperidinoethyl)-4,5-dimethyloxazolin-2-one-HCl was prepared as in the previous example for IX, m. 226° (alc.). The MeI of the free base was prepared by treating an Et2O solution of the free base with MeI and leaving 3 days at room temperature, m. 216-18° (decomposition) (alc.). VII (0.5 g.) and 6 ml. Ac2O refluxed 3 hrs. gave 3-acetyl-4,5-dimethyloxazolin-2-one, b0.08 67-9°, m. 50° (H2O). Freshly distilled II (17 g.), 32 g. III, 350 ml. HCONMe2, and 1 ml. C5H5N refluxed 20 hrs., the solvent removed, and the residue distilled in vacuo gave a yellow oil, b0.6 160°. This was taken up in 2 ml. alc. and 2 ml. hexane and 2 ml. Et2O added to give on chilling I, m. 130-1° (alc.-Et2O). Using identical reaction conditions but using the dimer of II (m. 111-20°) resulted in formation of 90% IV, m. 340°, and a small amount of V, b0.1 94°. VI (14.8 g.) in PhMe saturated with COCl2 and refluxed 2 hrs., chilled, filtered, the filtrate evaporated to dryness, and the residue worked up gave 0.5 g. I, identical in properties with the above prepared specimen.

Journal of Organic Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Cantalejo, Maria J.’s team published research in Journal of Agricultural and Food Chemistry in 45 | CAS: 20662-83-3

Journal of Agricultural and Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Quality Control of 20662-83-3.

Cantalejo, Maria J. published the artcileAnalysis of Volatile Components Derived from Raw and Roasted Earth-Almond (Cyperus esculentus L.), Quality Control of 20662-83-3, the publication is Journal of Agricultural and Food Chemistry (1997), 45(5), 1853-1860, database is CAplus.

Volatile aroma components of raw earth almond and those developed in a roasting process were analyzed by gas chromatog./mass spectrometry to determine the identity of compounds that would indicate the degree of roasting. In all, 143 components (ca. 90% of the total isolate) were pos. identified, of which 138 are reported as earth almond volatiles for the 1st time. The main flavor compounds identified in raw earth almond were alcs., whereas in roasted earth almond, the majority of the volatiles identified suggest the flavor formation is via the Maillard reaction, with pyrazines contributing directly to the roasted flavor of earth almond.

Journal of Agricultural and Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Quality Control of 20662-83-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Melot, Romain’s team published research in Angewandte Chemie, International Edition in 60 | CAS: 138429-17-1

Angewandte Chemie, International Edition published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H24N2O2, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Melot, Romain published the artcilePalladium(0)-Catalyzed Enantioselective Intramolecular Arylation of Enantiotopic Secondary C-H Bonds, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, the publication is Angewandte Chemie, International Edition (2021), 60(13), 7245-7250, database is CAplus and MEDLINE.

The enantioselective functionalization of nonactivated enantiotopic secondary C-H bonds is one of the greatest challenges in transition-metal-catalyzed C-H activation proceeding by an inner-sphere mechanism. Such reactions have remained elusive within the realm of Pd0 catalysis. Reported here is the unique reactivity profile of the IBiox ligand family in the Pd0-catalyzed intramol. arylation of such nonactivated secondary C-H bonds. Chiral C2-sym. IBiox ligands led to high enantioselectivities for a broad range of valuable indane products containing a tertiary stereocenter, as well as the arylation of secondary C-H bonds adjacent to amides. Depending on the amide substituents and upon control of reaction time, indanes containing labile tertiary stereocenters were also obtained with high enantioselectivities. Anal. of the steric maps of the IBiox ligands indicated that the level of enantioselectivity correlates with the difference between the two most occupied and the two less occupied space quadrants, and provided a blueprint for the design of even more efficient ligands.

Angewandte Chemie, International Edition published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H24N2O2, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Golovnya, R. V.’s team published research in Journal of Chromatography in 552 | CAS: 20662-83-3

Journal of Chromatography published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

Golovnya, R. V. published the artcileRetentions of alkyloxazoles and alkylthiazoles and their prediction based on non-linear additivity concepts in gas chromatography, Name: 4,5-Dimethyloxazole, the publication is Journal of Chromatography (1991), 552(1-2), 1-12, database is CAplus.

The gas chromatog. (GC) behavior of 39 alkyloxazoles and alkylthiazoles was studied on three capillary columns with OV-101-KF, Triton X-305-KF and PEG-40M-KF. The regularities in the thermodn. characteristics of sorption of azoles having O or S atoms were established. Energy contributions of Me, Et and Pr groups to the partial molar free energy of sorption of alkyloxazoles and alkylthiazoles were determined It was found that the contributions of the same alkyl group are different and dependent on the nature of the heterocycle and the position of the alkyl group with respect to the heteroatoms in the azole ring. Two methods for the prediction of retention indexes on the basis of the analogy of the GC behavior of azoles and inconstancy of the contributions of the same alkyl groups are given. The predicted retention indexes are in good agreement with the exptl. values.

Journal of Chromatography published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Yur’ev, Yu. K.’s team published research in Zhurnal Obshchei Khimii in 28 | CAS: 20662-83-3

Zhurnal Obshchei Khimii published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C18H28N2O7, Recommanded Product: 4,5-Dimethyloxazole.

Yur’ev, Yu. K. published the artcileCatalytic transformations of heterocyclic compounds. LIII. Transformations of homologs of oxazole into homologs of thiazole, Recommanded Product: 4,5-Dimethyloxazole, the publication is Zhurnal Obshchei Khimii (1958), 7-11, database is CAplus.

cf. C.A. 46, 8086a; 51, 2720d. Passage of 9 g. 2,5-dimethyloxazole (b. 115-17°, n21D 1.4394, d21 0.9856) over Al2O3 in H2S stream at 350° gave 13% unchanged material and 13% 2,5-dimethylthiazole, b760 151-3°, 1.4898, 1.0280 (picrate, m. 172°). At 300° the yield is 13%, at 375° it is 12%. At 375° 4,5-dimethyloxazole (b755 115-17°, n20D 1.4432, d20 0.9966) passed over Al2O3 in H2S stream gave 15.5% 4,5-dimethylthiazole, b47 75-7°, 1.5193, 1.0699 (picrate, m. 187°). Similarly at 375° 2,4-dimethyloxazole (b750 106-8°, 1.4389, 0.9757) gave 12% 2,4-dimethylthiazole, b50 67-8°, 1.5095, 1.0513 (picrate, m. 137-8°), while 2,4,5-trimethyloxazole (b760 137-8°, 1.4425, 0.9569) gave similarly 10% 2,4,5-trimethylthiazole, b20 64-6°, 1.5023, 1.0327 (picrate, m. 132°). The results indicate that the oxazole ring is more stable to attack by H2S than is furan.

Zhurnal Obshchei Khimii published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C18H28N2O7, Recommanded Product: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Zhao, Lei’s team published research in Angewandte Chemie, International Edition in 61 | CAS: 2185014-88-2

Angewandte Chemie, International Edition published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C28H18O4, Name: (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole).

Zhao, Lei published the artcileLigand-Controlled NiH-Catalyzed Regiodivergent Chain-Walking Hydroalkylation of Alkenes, Name: (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), the publication is Angewandte Chemie, International Edition (2022), 61(30), e202204716, database is CAplus and MEDLINE.

A NiH-catalyzed migratory hydroalkylation of alkenyl amines with predictable and switchable regioselectivity is reported. By utilizing a ligand-controlled, directing group-assisted strategy, various alkyl units are site-selectively installed at inert sp3 C-H sites far away from the original C=C bonds. A range of structurally diverse α- and β-branched protected amines are conveniently synthesized via stabilization of 5- and 6-membered nickelacycles resp. This method exhibits broad scope and high functional group tolerance, and can be applied to late-stage modification of medicinally relevant mols.

Angewandte Chemie, International Edition published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C28H18O4, Name: (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole).

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem