Day: November 23, 2020

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To a solution of 5.6 g of N-isovaleroyl-(S)-4-benzyl-oxazolidin-2-one in 12 ml of toluene are added, at 00C, first of all 23.5 ml of a 1 -molar solution of bis-trimethylsilyl-lithium amide in tetrahydrofuran, then 5.7 g of dimethylpropylene urea. The solution obtained is added dropwise at 00C to a solution of 6 g of trans -1 ,4-dibromobut-2-ene in 10 ml of toluene. After stirring, the mixture is acidified with diluted hydrochloric acid, separated, and the organic solution concentrated. The crude product is purified by chromatography on a column of silica gel (eluant: hexane/ethyl acetate 85:15)., 145589-03-3

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. 145589-03-3, if you are interested, you can browse my other articles.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/6532; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.(S)-4-Phenyloxazolidin-2-one, cas is 99395-88-7. Here is a downstream synthesis route of the compound 99395-88-7. 99395-88-7

To a precooled (0 C) solution of (S)-3-(4-chlorophenyl)-3-(6-methoxypyidin-3- yl)propanoic acid (3.30 g, 1 1.3 mmol) in THF (30.0 mL) was added pivolyl chloride (1.39 mL, 1 1.3 mmol), DMAP (cat) and triethylamine (3.15 mL, 22.6 mmol) drop-wise and stirred for 1 h. In another precooled (-78 C) suspension of (S)-4-phenyloxazolidin-2-one (2.03 g, 12.4 mmol) in THF (10.0 mL) was added ra-BuLi (2.50 M solution in hexanes, 9.30 mL, 14.9 mmol) drop- wise and stirred at -20 C for 1 h. The solution of the above mixed anhydride was added slowly and stirred for additional 3 h. The reaction mixture was quenched with saturated solution of NH4CI (250 mL) and extracted with EtOAc (2 x 200 mL). The combined EtOAc extracts were washed with brine (200 mL), dried (Na2S04), filtered and concentrated under reduced pressure. The residue was purified on 40 g S1O2 column using using a gradient elution of 0-40% EtOAc in hexanes. Fractions containing the product were combined and concentrated under reduced pressure to provide the product (3.20 g, 65%) as white solid. MS: m/z = 437 (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

7517-99-9, 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. 7517-99-9, name is 5-(Hydroxymethyl)oxazolidin-2-one. A new synthetic method of this compound is introduced below.

7517-99-9, Compound 5-(hydroxymethyl)oxazolidin-2-one 23a (2.34 g, 20.0 mmol),Imidazole (1.7 g, 25 mmol) was dissolved in acetonitrile (30 mL).Ice bath to 0 C, then tert-butyldimethylsilyl chloride (3.3 g, 22.0 mmol) was added.The reaction was stirred at 0 C for 0.5 hours and then warmed to room temperature overnight.Adding saturated ammonium chloride solution and ethyl acetate, extracting, and washing the organic phase with saturated ammonium chloride solution three times, dried over anhydrous sodium sulfate, filtered and concentrated,Purification by column chromatography gave the title compound 25a (3.7 g,The yield was 80%.

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; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Dongsheng; Qin Chenggang; Liu Chuanduo; Liu Lei; Wu Qimei; Yang Xuqin; Jia Jie; Wang Ying; Chen Yuhao; Wang Yijin; Ge Jian; (143 pag.)CN109897011; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, 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. 875444-08-9, name is (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one. A new synthetic method of this compound is introduced below.

The chiral intermediate (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one (compound of formula XV; cf. also compound 11 in Scheme 3) (280 mg) prepared by procedure of WO 2007/005572 is dissolved in DMF (30 mL) and cooled to -15C. 2 M NaHMDS (3.90 mL, 1.05 eq) was then added over 1 h, followed by addition of the biaryl chloride EBFCI (270 mg) in DMF (5 mL), maintaining the internal temperature below-10 C. The mixture was warmed to +12 C and was aged until complete conversion took place. Then 5M HCl (3.5 mL) was added, followed by 20 mL of 10% IPAC/Heptanes and 40 mL of water, keeping the temperature between 10C and 20C throughout. The layers were cut and the organic layer was washed twice with 20 mL of 1/1 DMF/water followed by two 15 mL water washes. The organic layer was then removed under reduced pressure and the resulting residue was purified by flash chromatography (EtOActhexanes) to remove the excess oxazolidinone (compound of formula XV). The pure (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5′-ethyl-4′-fluoro-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (DMAP, compound of formula XII”) was obtained as a colorless oil (388 mg, 80%).

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; LEK Pharmaceuticals d.d.; EP2468736; (2012); A1;,
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. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone, introduce a new downstream synthesis route as follows., 131685-53-5

To a flame dried 250 mL round bottom flask equipped with a stir bar was added oxazolidinone A (7.0g, 30 mmol) and ethyl acetate (100 mL). To the stirred solution was added MgCl2 (570 mg, 6 mmol), triethylamine (5.7 mL, 45 mmol), and benzaldehyde (3.66 mL, 36 mmol). The reaction was stirred over night then the yellow solution was filtered through a plug of silica (5 cm x 5 cm) with diethyl ether (500 mL). The volatiles were removed in vacuo followed by the addition of methanol (50 mL) and 3 drops of trifluoroacetic acid. The solution was stirred for 1 h; a white precipitate formed, was filtered and washed with methanol (50 mL). The white solid was dried to obtain 8.28 g (81%).

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 131685-53-5, you can also browse my other articles.

Reference£º
Article; Dixon, Alexandre D.C.; Wilson, Robert J.; Nguyen, Daniel D.; Clark, Daniel A.; Tetrahedron Letters; vol. 58; 43; (2017); p. 4054 – 4056;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

497-25-6, 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. 497-25-6, name is Oxazolidin-2-one. A new synthetic method of this compound is introduced below.

General procedure: In a 250 cm3 two-neck round-bottom flask equipped with astir-bar, CuCl2(0.2 equiv.), nitrogen nucleophile (5 equiv.),and Na2CO3(2 equiv.) were combined. The reaction flask was purged with oxygen gas. A solution of pyridine(2 equiv.) in dry toluene (0.06 M) was added to the reactionflask and stirred at 70 C. After 0.5 h, a solution ofthe respective alkyne (1.0 equiv.) in dry toluene (0.033 M)was added to the flask over 4 h using a syringe pump. Afteraddition of alkyne/toluene solution, the reaction mixture wasallowed to stir at 70 C overnight. After cooling to r.t., thecrude mixture was concentrated under reduced pressure. Theresidue was purified by column chromatography on silicagel.

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 497-25-6 if you are interested.

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Article; Brutiu, Bogdan R.; Bubeneck, Wilhelm Andrei; Cvetkovic, Olivera; Li, Jing; Maulide, Nuno; Monatshefte fur Chemie; vol. 150; 1; (2019); p. 3 – 10;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 497-25-6, introduce a new downstream synthesis route., 497-25-6

4-Fluoro-2-(2-oxooxazolidin-3-yl)benzonitrile. A 48 mL pressure vessel containing 2-bromo-4-fluorobenzonitrile (1.00 g, 5.00 mmol), 2-oxazolidone (0.390 g, 4.50 mmol), K2CO3 (0.970 g, 7.0 mmol) and xantphos (0.231 g, 0.40 mmol) in dioxane (10 mL) was degassed with argon for 15 inn. Pd2 dba3 (0.140 g, 0.15 mmol) was introduced and then the reaction mixture was heated at 70 C. for 18 h. The mixture was cooled, diluted with dioxane, and then filtered through Celite. The resulting mixture was concentrated in vacuo and subjected to column chromatography on silica gel with hexanes:ethyl acetate (1:1) to (3:7) gradient as the eluent to afford the title compound as a white solid (0.460 g, 50% yield): 1H NMR (400 MHz, CDCl3) delta ppm: 7.73 (1H, dd, J=5.8, 8.6 Hz), 7.43 (1H, dd, J=2.5, 9.6 Hz), 7.11 (1H, ddd, J=2.5, 7.5, 8.7 Hz), 4.60 (2H, t, J=7.1 Hz), 4.29 (2H, t, J=7.1 HJz); LCMS (+EST, M+H+) m/z 207.

497-25-6, This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 497-25-6. We look forward to the emergence of more reaction modes in the future. 497-25-6

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.(R)-4-Phenyloxazolidin-2-one, cas is 90319-52-1. Here is a downstream synthesis route of the compound 90319-52-1. 90319-52-1

(R,E)-3- (3- (3-methoxy) phenyl) acryloyl)-4- phenyl oxazolidin-2-one The 4R-phenyl-2-oxazolidinone (5.6g, 34.4mmol) was placed in a three-necked flask, after it was purged with nitrogen, tetrahydrofuran was added and it was cooled to -78¡ãC, then n-butyl lithium (1.6M, 22ml, 35.4mmol) was added dropwise, and the reaction was carried out for 30 minutes. After a solution of m-methoxy cinnamoyl chloride (10.3g, 37.8mmol) in tetrahydrofuran was added dropwise, the reaction was continued for 30 minutes, then it was slowly raised to 0¡ãC, the reaction was continued for 2 hours and quenched with saturated ammonium chloride solution. The mixture was concentrated to remove tetrahydrofuran and extracted with ethyl acetate 3 times, then the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, concentrated, and recrystallized with petroleum ether and ethyl acetate to give a white solid 10.3g, yield: 92percent. 1HNMR(300MHz, CDCl3): delta 8.0(1H, d, J=15.3), 7.8(1H, d, J=15.7), 7.2-7.4(6H, m), 7.1-7.2(2H, m), 7.0(1H, d, J=8.6), 5.6(1H, dd, J=4.0,9.0), 4.8(1H, t, J=8.8,17.5), 4.3(1H, dd, J=4.0, 8.8), 3.8 (3H, s). ESI-MS: 346.3 (M+Na).

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
Patent; Shanghai Institute Materia Medica, Chinese Academy Of Sciences; Topharman Shanghai Co., Ltd.; ZHANG, Qiang; ZHANG, Rongxia; TIAN, Guanghui; LI, Jianfeng; ZHU, Fuqiang; JIANG, Xiangrui; SHEN, Jingshan; EP2671878; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

152305-23-2, One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 152305-23-2, introduce a new downstream synthesis route.

Concentrated hydrochloric acid (34.0L, 325.5 mol) was slowly added to a stirred solution of 4-(S)-(4-aminobenzyl)-1,3-oxazolidin-2-one 2 (25.0 kg, 130.2mol) in a mixture of methanol (75.0 L) and water (112.5L) at 5?10 ?C. After stirring for 10 min, a solution of sodium nitrite (11.2 kg, 162.7 mol) in water (75 L) was added slowly to the reaction mixture at 5 to 0?C and the solution was maintained under stirring at the same temperature for 30 min. Meanwhile, in a separate vessel, sodium acetate(42.7 kg, 520.8 mol) was added to a stirred solution of ethyl 2-acetyl-5-(1,3-dioxo-1,3-dihydro-2-isoindolyl) pentanoate (4) (43.3 kg, 136.6 mol) in methanol (437.5 L). After stirring for 1 h at 25?30 ?C the solution was cooled to 0?5 ?C, and the previously prepared diazotized solution was slowly added to this cooled reaction mixture and stirredfor 3 h at room temperature. After the completion of reaction (monitored by thin-layer chromatography, TLC, using ethyl acetate as mobile phase), the reactionmass was extracted three times with dichloromethane (3250 L). The combined dichloromethane layer was washed twice with water (2125 L) and once with brine(125 L). The organic layer was separated and concentrated. The crude residue (containing the hydrazone intermediate) was cyclized to form the indole moiety. Methanol (50 L) and methanolic HCl (15.0percent, 150 mL) were added to the residue. and the solution was refluxed for 6 h. The reaction mass was then cooled to room temperature (25 ?C) and the obtained solid was filtered, washed with methanol (25 L), and dried to furnish the title compound 7. Yield 46.8 kg (78percent); mp 215?220 ?C; 1H NMR: (DMSO-d6, 200 MHz): delta 11.55 (s, 1H), 7.78 (s, 4H), 7.4 (s, 1H), 7.35 (d, 1H, J=8.4 Hz), 7.1 (d, 1H, J=8.4 Hz), 4.25 (q, 2H, J=7.2 Hz), 4.08 (m, 1H), 3.9?3.8 (m, 4H), 3.4?3.3 (m, 2H), 2.9?2.6 (m, 2H), 1.35 (t, 3H, J=7.2 Hz); 13C NMR: (DMSO-d6, 50 MHz): delta 14.2, 23.4, 38.4, 40.9, 51.5, 53.2, 60.4, 68.2, 112.7, 118.9, 119.1, 119.9, 122.9, 123.8, 124.1, 126.7, 127.6, 127.7, 131.6, 134.3, 135.3, 158.7, 161.7, 162.1, 167.7; IR numax cm-1(KBr): 3357 (br), 2940 (br), 1759 (br), 1707, 1544, 1466, 1440, 1396, 1248, 1026 cm-1; MS: m/z 462 (100percent, M1; Et ester).

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about152305-23-2

Reference£º
Article; Vujjini, Satish Kumar; Mothukuri, Vivekananda Reddy; Islam, Aminul; Bandichhor, Rakeshwar; Kagga, Mukkanti; Malakondaiah, Golla China; Synthetic Communications; vol. 43; 24; (2013); p. 3294 – 3306;,
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.

A solution of sodium bis(trimethylsilyl)amide in n-hexane (1.03 M, 164 mL, 169 mmol) was added to a solution of 11c (32.9 g, 141 mmol) in THF (330 mL) under N2 atmosphere and at -78 C over 45 min, and the mixture was stirred at the same temperature for 30 min. Then, a solution of benzyl (2E)-4-bromobut-2-en-1-yl ether (35.5 g, 148 mmol) in THF (80 mL) was added to the above solution over 30 min, and the mixture was stirred at the same temperature for 30 min. The reaction mixture was raised to -40 C and further stirred for 4 h. Saturated NH4Cl aqueous solution (100 mL) was added to the reaction mixture, and the mixture was further stirred at room temperature for 1 h. The reaction mixture was concentrated under reduced pressure and diluted with water (500 mL), followed by extraction with AcOEt. Then, the organic layer was washed with water and brine, and dried over anhydrous MgSO4. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent, n-hexane/AcOEt = 7:1-2:1) to obtain (4S)-4-benzyl-3-[(2R,4E)-6-(benzyloxy)-2-methylhex-4-enoyl]-1,3-oxazolidin-2-one (37.9 g, 69%, 99% ee) as a colorless liquid. 1H NMR (400 MHz, CDCl3): delta 7.40-7.14 (m, 10H), 5.75 (dt, 1H, J = 15.6, 6.3 Hz), 5.69 (dt, 1H, J = 15.6, 5.4 Hz), 4.71-4.63 (m, 1H), 4.49 (s, 2H), 4.22-4.11 (m, 2H), 3.98 (d, 2H, J = 5.5 Hz), 3.92-3.81 (m, 1H), 3.28 (dd, 1H, J = 13.3, 3.1 Hz), 2.67 (dd, 1H, J = 13.3, 10.2 Hz), 2.58-2.49 (m, 1H), 2.30-2.21 (m, 1H), 1.19 (d, 3H, J = 6.7 Hz)., 131685-53-5

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about131685-53-5

Reference£º
Article; Nakamura, Yuji; Fujimoto, Teppei; Ogawa, Yasuyuki; Namiki, Hidenori; Suzuki, Sayaka; Asano, Masayoshi; Sugita, Chie; Mochizuki, Akiyoshi; Miyazaki, Shojiro; Tamaki, Kazuhiko; Nagai, Yoko; Inoue, Shin-Ichi; Nagayama, Takahiro; Kato, Mikio; Chiba, Katsuyoshi; Takasuna, Kiyoshi; Nishi, Takahide; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3175 – 3196;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem