Heterocyclic Building Blocks-Oxazolidine

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%).

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Article; Dixon, Alexandre D.C.; Wilson, Robert J.; Nguyen, Daniel D.; Clark, Daniel A.; Tetrahedron Letters; vol. 58; 43; (2017); p. 4054 – 4056;,
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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;,
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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

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Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
Oxazolidine – Wikipedia
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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.

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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;,
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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

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 95715-86-9, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 95715-86-9, name is Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate. A new synthetic method of this compound is introduced below.

95715-86-9, Preparation of (S)-2-amino-/V-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26 (S)-3-( e/t-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acidTo a solution of methyl (S)-3-terf-butyl 4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (0.35 g, 1 .35 mmol) in THF (10 mL) in a 50 mL round-bottomed flask equipped with a magnetic stirrer was added a solution of LiOH monohydrate (62 mg, 1 .48 mmol) in H2O (5 mL) and the mixture was stirred overnight at RT. THF was evaporated at 40C under vacuum and the residue was diluted with H2O (25 mL) before acidification with 3% aqueous HCI to pH = 4. The solution was extracted with Et2O (3×50 mL) and the organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered and concentrated at 40C under vacuum to give (S)-3- (fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 as a colorless oil (147 mg, 44% yield).CCH 34168-1MW: 469.4; Yield: 21 %; Colorless oil.

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; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
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. 875444-08-9, introduce a new downstream synthesis route., 875444-08-9

875444-08-9, [2-{[2-(t-butyldimethylsiloxy)ethyl](tetrahydro-2H-pyran-4-yl)amino}-5- (trifIuorornethyl)pyridin-3-yl]methyl methanesulfonate of step 2 and (4S,5f?)-5-[3,5- bis(trifluoromethyl)phenyl])-4-methyl-oxazolidin-2-one were used in the same manner as in step 4 of Example 3 to afford the title compound (55mg, 63%). 1H NMR (400MHz, CDCI3) 8.46 (s, 1H), 7.88 (s, 1 H), 7.77 (s, 1H), 7.73 (s, 2H), 5.72 (d, J = 8.0Hz, 1H), 4.75 (d, J = 16.0Hz, 1 H), 4.33 (d, J = 16.0Hz, 1H), 4.04-3.87 (m, 3H), 3.67 (m, 1 H), 3.50 (m, 2H), 3.38-3.17 (m, 6H), 1.91-1.72 (m, 4H), 0.78 (s, 9H), 0.61 (d, 3H), -0.03 (d, 3H).

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 875444-08-9. We look forward to the emergence of more reaction modes in the future. 875444-08-9

Reference£º
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); 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.

EXAMPLE 1 (COMPOUND 25); 2-(methylamino)-2-oxoethyl 2-[1-(biphenyl-4-ylmethyl)piperidin-4-yl]ethylcarbamate; 1.1. 3-(2-piperidin-4-ylethyl)-1,3-oxazolidine-2,4-dione hydrochloride; A solution of 10 g (77.40 mmol) of 2-piperidin-4-ylethanol, 22.33 g (85.14 mmol) of triphenylphosphine and 9.39 g (92.88 mmol) of 1,3-oxazolidine-2,4-dione (J. Med. Chem. 1991, 34, 1538-44) in 150 ml of tetrahydrofuran, cooled to approximately -10 C., is admixed dropwise under an inert atmosphere with a solution of 15.65 g (77.40 mmol) of diisopropyl azodicarboxylate (DIAD) in 25 ml of tetrahydrofuran, during which the temperature of the reaction mixture is held between -10 C. and 0 C. Stirring is continued at 0 C. for 1 hour and then at 25 C. for 22 hours. The solid formed is collected by filtration, washed repeatedly with tetrahydrofuran and then dried under vacuum at approximately 70 C. This solid is then taken up in a solution of hydrochloric acid (5N) in isopropanol. The solid formed is collected by filtration and then washed with ethyl acetate and ether. Drying under vacuum at approximately 70 C. gives 6.45 g of hydrochloride in the form of a white solid. M.P. ( C.): 178 C., 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; SANOFI-AVENTIS; US2007/21403; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

80-65-9, 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, EXAMPLE II 3-[(6-Methoxy-4-chromanylidene)amino]-2-oxazolidinone A solution of 62 g (0.61 mole) of 3-amino-2-oxazolidone in 650 ml of benzene was treated with 15 drops of HCl (isopropanol) solution using mechanical stirring, and refluxed until all water was removed via a Dean-Stark trap. The solution was then treated with 107 g (0.60 mole) of 6-methoxy-4-chromanone and refluxed for 11.5 hr. A 9.6 ml portion of water (theory: 10.8 ml) was collected. The reaction mixture was stripped of benzene under the water pump. The residue was taken up in 200 ml of 1:1 isopropanol:ether, stored 24 hr at room temperature, refrigerated overnight and filtered. The resultant cream-colored solid was washed with 125 ml of isopropanol, ether, and dried. M.p. 54-64; yield: 115 g (73%). The crude product was recrystallized from 340 ml of isopropanol (Darco), washed with 75 ml of isopropanol, ether and dried. M.p. 67-71; Yield: 88 g (56%). Anal. Calcd. for C13 H14 N2 O4: C, 59.53; H, 5.38; N, 10.68. Found: C, 59.57; H, 5.28; N, 10.56.

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. 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.

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Patent; Morton-Norwich Products, Inc.; US4093627; (1978); A;,
Oxazolidine – Wikipedia
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