Heterocyclic Building Blocks-Oxazolidine

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.

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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

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.

Next, the deprotection of the acetonide group in compound 6 in the presence of catalytic p-TSA in methanol gave the diol 7 in 71% yield.

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

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Article; Vadhadiya, Paresh M.; Rout, Jeetendra K.; Ramana; Tetrahedron; vol. 71; 48; (2015); p. 9088 – 9094;,
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.

To a solution of oxazolidine-2,4-dione (cas: 2346-26-1, 0.1 g, 0.99 O^N^^BOC mmol) in DMF (5 mL) was added /er/-butyl (2-bromoethyl) carbamate ^ (cas: 39684-80-5, 0.265 g, 1.2 equiv.) and K2CO3 (0.274 g, 2.0 equiv.). The reaction mixture was heated to 70 C for 2 hours. The reaction mixture was then cooled to ambient temperature, and quenched with water (20 mL). The aqueous phase was extracted with EtOAc (3 x 20 mL). The combined organic extracts were washed with water, brine, dried (Na2S04), and concentrated under reduced pressure to afford a residue, which was purified by preparative TLC (Petroleum: EtOAc =1 : 1) to provide carbamate 1-280 as a pale yellow oil (0.1 g, 41 % yield). MS (ESI, pos. ion) m/z: 267(M+Na).

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; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (2019); 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. 17016-83-0, introduce a new downstream synthesis route., 17016-83-0

Step A A solution of (4S)-(-)-4-isopropyl-2-oxazolidinone (19.85 g, 0.154 mol) in 400 mL of THF at -78C under N2 is treated dropwise with n-butyl lithium (64.5 mL, 0.161 mol, 2.5 M solution in hexanes) resulting in the formation of solid. The mixture is stirred at -78C for 30 minutes, then treated with dropwise addition of iso-valeryl chloride (20.6 mL, 0.169 mol). The reaction is allowed to warm to room temperature slowly overnight. The sample is concentrated and then partitioned between EtOAc and saturated KH2PO4 solution. The organic extract is washed with brine, dried (MgSO4), and the resultant yellow oil is chromatographed (MPLC, silica gel, 10% EtOAc in hexanes) to give 29.8 g (91%) of (S)-4-isopropyl-3-(3-methyl-butyryl)-oxazolidin-2-one as a light yellow oil.

17016-83-0, 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 17016-83-0. We look forward to the emergence of more reaction modes in the future. 17016-83-0

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; EP1082127; (2005); B1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

695-53-4, 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. 695-53-4, name is 5,5-Dimethyloxazolidine-2,4-dione. A new synthetic method of this compound is introduced below.

695-53-4, To a solution of 7-(3-ethyl-heptyl)-6-(4-formyl-phenoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-2- carbonitrile (720 mg, 1.90 MMOL) in MeOH (30 ml) and THF (30 ml) is added portionwise NaBH4 (100 mg, 2.60 MMOL). The reaction mixture is stirred at rt for 4 h, and the bulk of solvents are removed in vacuo. The residue is diluted with water, and extracted with CH2CI2. The combined organic extracts are washed with brine, and dried over NA2S04, filtered, and concentrated in vacuo. The residue is purified by silica gel column chromatography to give the alcohol 7-(3-ethyl-heptyl)-6-(4-hydroxy-methyl-phenoxymethyl)-7h-pyrrolo[2,3- d]pyrimidine-2-carbonitrile. To a solution of said, alcohol (140 mg, 0.36 MMOL), 5,5-dimethyl-oxazolidinedione (46 mg, 360 MMOL), and Ph3P (105 mg, 0.40 MMOL) in THF (2 mL) is added DEAD (0.25 ml, 0.46 MMOL). The reaction mixture is stirred at rt for overnight. After concentration, the residue is purified by RP-HPLC to give the title compound; Rf 0. 38 (n- Hexane: EtOAc=1: 1) ;H-HMR (400 MHz) 0.92-1. 00 (m, 2H), 1. 18-1. 25 (m, 3H), 1. 30-1. 40 (m, 1H), 1. 58 (s, 6H), 1. 68-1. 78 (m, 7H), 4.35-4. 39 (m, 2H), 4.62 (s, 2H), 5.22 (s, 2H), 6. 71 (s, 1H), 6. 95 (dd, 2H), 7.37 (dd, 2H), 8. 96 (s, 1H).

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 about695-53-4

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/69256; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem