Day: November 16, 2020

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 497-25-6, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 497-25-6, name is Oxazolidin-2-one. A new synthetic method of this compound is introduced below.

497-25-6, Example 40: Synthesis of 4-{(3-chloro-5-trifluoromethyl-benzyl)-[5-(2-oxo-oxazolidin- 3-yl)-pyrimidin-2-yl]-amino}-2,6-diethyl-piperidine-1 -carboxylic acid isopropyl ester; A mixture of 4-[(5-bromo-pyrimidin-2-yl)-(3-chloro-5-trifluoromethyl-benzyl)-amino]- 2,6-diethyl-piperidine-1-carboxylic acid isopropyl ester (0.05 mmol, 30 mg), oxazolidin-2-one (0.05 mmol, 5 mg), cupper iodide (0.05 mmol, 10 mg), frans-cyclohexane-1 ,2-diamine (0.05 mmol, 6 mg) and potassium carbonate (0.1 mmol, 14 mg) in 1 ,4-dioxane (0.3 ml_) is allowed to warm to 110 0C and stirred for 19 hours. The mixture is cooled to room temperature and then added aq. ammonia. The mixture is extracted with CH2CI2. The combined organic layer is washed with brine, dried over Na2SO4, filtrated, and concentrated under reduced pressure. The obtained residue is purified by silica gel column chromatography (eluent: n- hexane / EtOAc) to give 4-{(3-chloro-5-trifluoromethyl-benzyl)-[5-(2-oxo-oxazolidin-3-yl)- pyrimidin-2-yl]-amino}-2,6-diethyl-piperidine-1-carboxylic acid isopropyl ester (26 mg, 87%); ESI-MS m/z: 598 [M+1]+, Retention time 2.44 min (condition A).

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9435; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.4442-54-0. An updated downstream synthesis route of 4442-54-0 as follows., 90319-52-1

General procedure: n-Butyllithium (1.15mL, 1.0equiv, 2.3M in hexanes) was added to a cooled until ?75¡ãC solution of the corresponding oxazolidinone (2.6mmol) in anhydrous THF (12mL), then the resulting solution was warmed to ?30¡ãC and stirred for 20min. At the same temperature, a solution of cinnamoyl chloride (1.0equiv) in anhydrous THF (7mL) was added dropwise and then allowed to rise to at room temperature and left overnight with continuous stirring. After work-up with 10percent NH4Cl (15mL), the organic layer was separated and the aqueous layer was extracted with ethyl acetate (2¡Á25ml). The combined organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure. The crude products were purified by chromatography or crystallized from appropriate solvents. 4.3.1 (R)-4-Phenyl-3-[(E)-(3-phenylacryloyl)]-oxazolidin-2-one 2a. White crystals (0.28g, 62percent yield) after crystallization (Et2O/EtOAc, 1:1); mp 169?170¡ãC. 1H NMR (200MHz, CDCl3) delta 4.32 (dd, J=3.8, 8.8Hz, 1H, NCHCH2), 4.74 (t, J=8.8Hz, 1H, NCHCH2), 5.56 (dd, J=3.8, 8.8Hz, 1H, NCHCH2), 7.28?7.48 (m, 8H, aromH), 7.52?7.66 (m, 2H, aromH), 7.78 (d, J=15.7Hz, 1H, CH=CH?CO), 7.95 (d, J=15.7Hz, 1H, CH=CH?CO). 13C NMR (75MHz, CDCl3) delta 58.0, 70.1, 117.0, 126.1, 128.7, 128.8, 129.0, 129.3, 130.8, 134.6, 139.2, 146.8, 153.9, 164.9, 90319-52-1

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 90319-52-1, if you are interested, you can browse my other articles.

Reference£º
Article; Leitis, Zigm?rs; L?sis, Viesturs; Tetrahedron Asymmetry; vol. 27; 17-18; (2016); p. 843 – 851;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

108149-63-9, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 108149-63-9, name is (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate. A new synthetic method of this compound is introduced below.

Compound 1-150 TFA salt (60.0 mg, 0.121 mmol) and compound 1-17 (84.0 mg, 0.363 mmol) were dissolved in dry THF (3.0 mL) in a 100 mL rbf under N2. The flask was cooled in an ice/water bath for 5 min. KHMDS (0.5 in toluene, 0.97 mL, 0.49 mmol) was added dropwise. The resulting rxn soln was stirred at 0C for 2 h then slowly warmed to RT in 1.5 h and continued to stir at RT for 1 h. The mixture was cooled to 0C again and quenched with slow addition of sat’d NH4C1 aq soln (4.5 mL). The mixture was diluted with EtOAc (50 mL) and sat’d NaHC03 aq soln (5 mL). The layers were separated and the organic layer was further washed with water (1 mL). The organic layer was then dried over anhydrous sodium sulfate, filtered, and concentrated. The resulting crude pdt was purified by normal phase flash chromatography using 0-10% MeOH/DCM as the gradient to afford compound 1-18., 108149-63-9

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 108149-63-9 if you are interested.

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (170 pag.)WO2017/4609; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 2346-26-1, name is Oxazolidine-2,4-dione. A new synthetic method of this compound is introduced below.

)._A solution of the solid from above (500 mg, 5.00 mmol), benzyl chloride (0.569 mL, 5.00 mmol), and TEA (0.69 mL, 5.00 mmol) in CHC13 (5.00 mL) was stirred at 60 C for 48 hours . EtOAc (50.0 mL) and 1M aq HCl (50.0 mL) were added. The aq phase was extracted with CHC13 (3X50 mL), and the combined organic phases were washed with brine (50 mL), dried over MgS04, filtered, and concentrated under reduced pressure to provide the title compound as a solid (0.894 g, 95%) 1H NMR (300 MHz, CDC13) delta 7.44-7.28 (m, 5H), 4.68 (s, 2H), 4.67 (s, 3H)., 2346-26-1

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; EPIGENETIX, INC.; ALBERT, Jeffrey, S.; JOHNSTONE, Shawn; JONES, Paul; WO2014/152029; (2014); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.(S)-4-Phenyloxazolidin-2-one, cas is 99395-88-7, below Introduce a new synthetic route.

To a precooled (0 C) solution of (S)-3-(4-chlorophenyl)-3-(5- (trifluoromethyl)pyridin-3-yl)acrylicacid (1.30 g, 3.94 mmol) in THF (10.0 mL) was added pivolyl chloride (570 mg, 4.73 mmol), DMAP (cat), followed by triethylamine (796 mg, 7.88 mmol) and stirred for 1 h. In another precooled (0 C) suspension of 60% NaH (7.88 mmol) in THF, was added (S)-4-phenyloxazolidin-2-one (772 mg, 4.73 mmol) in THF (10.0 mL) drop- wise and stirred at 0 C for 1 h. The mixed anhydride was added to the reaction mixture and stirred for another 5 h. The reaction mixture was quenched with water (20.0 mL) and extracted with EtOAc (2 x 100 mL). The combined EtOAc extracts were washed with brine (100 mL), dried (Na2S04), filtered, and concentrated under reduced pressure. The residue was purified on 12 g S1O2 using a gradient elution of 0-20% EtOAc in hexanes. Fractions containing the product were combined and concentrated under reduced pressure to provide the product (1.40 g, 76%) as a white solid. MS: m/z = 475 (M+H+)., 99395-88-7

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 99395-88-7, if you are interested, you can browse my other articles.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD; WILLIAMS, Peter D.; MCCAULEY, John A.; BENNETT, David Jonathan; BUNGARD, Christopher J.; CHANG, Lehua; CHU, Xin-Jie; DWYER, Michael P.; HOLLOWAY, M. Katharine; KEERTIKAR, Kartik M.; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse J.; MORRIELLO, Gregori J.; SHEN, Dong-Ming; SHERER, Edward C.; SCHULZ, Jurgen; WADDELL, Sherman Tim; WISCOUNT, Catherine M.; ZORN, Nicolas; TUMMANAPALLI, Satyanarayana; SIVALENKA, Vijayasaradhi; HU, Bin; JI, Tao; ZHONG, Bin; WO2015/13835; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 2346-26-1, name is Oxazolidine-2,4-dione. A new synthetic method of this compound is introduced below.

WORKING EXAMPLE 23 In substantially the same manner as in Working Example 11, 4-methoxy-3-(5-methyl-2-phenyl-4-oxazolyl-methoxy)cinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic reduction to yield 5-[3-[4-methoxy-3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propyl]-2,4-oxazolidinedione, which was recrystallized from chloroform-methanol to give colorless prisms, m.p.185-187 C.

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 695-53-4, name is 5,5-Dimethyloxazolidine-2,4-dione,below Introduce a new synthetic route., 695-53-4

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione (0.15 g, 1.16 mmol) and sodium (catalytic amount) were added to a stirred solution of 4-methylbenzenesulfonyl chloride (0.17 g, 0.89 mmol) in dry THF (3 mL). The resulting mixture was refluxed for 3h and the reaction progress was followed by TLC. After the addition of DCM (15 mL) to the flask, the mixture was filtered and the solvents were removed. The resulting residue was purified by recrystallization from DCM-light petroleum to give 4h as white crystals (22%); m.p. 119-121C; numax 3049, 2971, 1811, 1772, 1587, 1389, 1300, 1172 cm-1; 1H-NMR delta 1.56 (6H, s, CH3), 2.50 (3H, s, ArCH3), 7.43 (2H, d, J=8.4, ArH), 8.06 (2H, d, J=8.4, ArH); 13C-NMR delta 21.9, 23.6, 83.4, 128.8, 130.3, 133.7, 147.3, 148.1, 170.8; MS-EI m/z 283 (M+); Anal. calcd for C12H13NO5: C 50.88, H 4.62, N 4.94; found C 50.95, H 4.68, N 4.88.

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 695-53-4, if you are interested, you can browse my other articles.

Reference£º
Article; Santana, Ana Bela; Lucas, Susana D.; Goncalves, Lidia M.; Correia, Henrique F.; Cardote, Teresa A.F.; Guedes, Rita C.; Iley, Jim; Moreira, Rui; Bioorganic and Medicinal Chemistry Letters; vol. 22; 12; (2012); p. 3993 – 3997;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 90719-32-7, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 90719-32-7, name is (S)-4-Benzyloxazolidin-2-one. A new synthetic method of this compound is introduced below.

90719-32-7, Dissolve 20 g (0.123 mol) of (S)-4-benzyl-2-oxazolidinone in 200 ml of dichloromethane.25.6 ml (0.184 mol) of triethylamine and 0.45 g (0.0037 mol) are added4-dimethylaminopyridine.Add dropwise at 0 C in an ice bath (15.4 g, 0.15 mol)Crotonoyl chloride.Keep stirring at 0 C. for 3 h. TLC showed that the starting material had disappeared. Dichloromethane and water were added. The organic layer was separated, dried, concentrated, and chromatographed on silica gel to give Intermediate (I), 26.8 g, Yield: 89%,

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; Zhong Guifa; Wu Yiwu; Lan Xiaobing; (12 pag.)CN107459501; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone. A new synthetic method of this compound is introduced below.

General procedure: To an ice-cooled stirred solution of compound 18 (2.0 g, 7.3 mmol) in CH2Cl2 (15 mL), dibutylboron triflate (8.1 mL, 1 M in CH2Cl2, 8.1 mmol) was added dropwise such that the internal temperature was maintained at 0 C. After 10 min, i-Pr2NEt (1.6 mL, 8.8 mmol) was added and stirring was continued for another 30 min at the same temperature. The reaction mixture was then cooled to -78 C and aldehyde 7 (1.5 g, 7.3 mmol) in CH2Cl2 (10 mL) was added dropwise and allowed to stir for another 1 h, then warmed to 0 C and stirred for another 1 h. At the end, it was quenched slowly with a phosphate buffer (8.1 mL, pH 7.0), MeOH (16.2 mL) and then with a mixture of 30% H2O2 and MeOH (1:2), (24.3 mL). After stirring at rt for 1 h, the reaction mixture was diluted with CH2Cl2 (20 mL). The layers were separated out and the aqueous layer was extracted with CH2Cl2 (2 * 20 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue thus obtained was purified by flash silica gel chromatography (EtOAc/light petroleum, 1:6) to furnish aldol product 19 (2.52 g, 72%) as a thick viscous liquid. (c 1.2, CHCl3); IR (CHCl3) cm-1: 3498, 2930, 1780, 1692, 1645, 1478, 1386, 1028, 699; 1H NMR (200 MHz, CDCl3): delta 0.95 (d, 3H, J = 6.6 Hz), 1.12-1.2 (m, 1H), 1.44-1.83 (m, 6H), 1.92-2.03 (m, 1H), 2.06-2.16 (m, 2H), 2.66 (dd, 1H, J = 10.2, 13.1 Hz), 3.20-3.40 (m, 3H), 3.72-3.85 (m, 1H), 4.09-4.16 (m, 3H), 4.48 (s, 2H), 4.60-4.75 (m, 1H), 4.95-5.08 (m, 2H), 5.70-5.88 (m, 1H), 7.23-7.33 (m, 10H); 13C NMR (50 MHz, CDCl3): delta 17.3, 26.1, 30.1, 31.2, 31.8, 33.4, 38.0, 47.3, 55.6, 65.9, 73.0, 75.6, 76.4, 115.5, 127.4 (* 2), 127.5 (* 2), 128.3 (* 2), 129.0 (* 2), 129.3 (* 2), 135.3, 137.8, 138.7, 153.5, 175.6; EIMS: (M+Na)+ calcd for 502.26. Found: 502.37; Anal. Calcd for C29H37NO5: C, 72.62; H, 7.78; N, 2.92. Found: C, 72.77; H, 7.65; N, 2.89.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 131685-53-5 if you are interested.

Reference£º
Article; Chatterjee, Bhaskar; Mondal, Dhananjoy; Bera, Smritilekha; Tetrahedron Asymmetry; vol. 23; 15-16; (2012); p. 1170 – 1185,16;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

A heterogeneous catalyst is a catalyst that is present in a different phase than the reactants. Such catalysts generally function by furnishing an active surface upon which a reaction can occur. 80-65-9, name is 3-Aminooxazolidin-2-one, introduce a new downstream synthesis route as follows., 80-65-9

80-65-9, General procedure: Following the addition of 4-(4-fluorophenoxy) butyric acid (0.71 g, 3.6 mmol) to 20 mL ofdichloromethane in a 50 mL three-necked round-bottom flask, thesolution was agitated until dissolution. Subsequently, EDCI (0.85 g,4.44 mmol) HOBt (0.6 g, 4.44 mmol) and triethylamine (0.84 g,9.25 mmol) were added in turn at 0 C. Stirring in an ice bath for 1 h,3-amino-2-oxazolidinone (0.37 g, 3.6 mmol) was added again. Thesolutionwas brought to 25 C and stirred overnight. Following TLC,the product was filtered by vacuum and dried under rotary evaporation.The product was a white solid weighing 0.51 g with a yieldof 50.2%.

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 80-65-9, you can also browse my other articles.

Reference£º
Article; Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng; European Journal of Medicinal Chemistry; vol. 194; (2020);,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem