Cesium carbonate → 4-(3-Chloro-phenyl)-2-(5-dimethoxymethyl-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide

HRID 1667685

반응식

HRID 1667685 반응식
[CH3:1][O:2][CH:3]([O:14][CH3:15])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[C:6](F)[CH:5]=1.[NH2:16][C:17]1[S:18][C:19]([C:29]([NH2:31])=[O:30])=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[N:21]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[Cl-].[NH4+]>CN(C)C=O>[Cl:28][C:24]1[CH:23]=[C:22]([C:20]2[N:21]=[C:17]([NH:16][C:6]3[CH:5]=[C:4]([CH:3]([O:14][CH3:15])[O:2][CH3:1])[CH:9]=[CH:8][C:7]=3[N+:10]([O-:12])=[O:11])[S:18][C:19]=2[C:29]([NH2:31])=[O:30])[CH:27]=[CH:26][CH:25]=1

참가 물질

6

반응물 4

HCID 10796Cesium carbonateHCID 25517Ammonium ChlorideHCID 16658823HCID 16658823, 화합물HCID 540322924-Dimethoxymethyl-2-fluoro-1-nitrobenzene

생성물 1

HCID 866428084-(3-Chloro-phenyl)-2-(5-dimethoxymethyl-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide수율 83.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2.56 g (11.9 mmole) of 4-dimethoxymethyl-2-fluoro-1-nitro-benzene (IV.2a), 3.00 g (11.85 mmole) of 2-amino-4-(3-chloro-phenyl)-thiazole-5-carboxylic acid amide (V.2), 11.6 g (35.7 mmole) of cesium carbonate and 40 mL of dimethylformamide was stirred at 60 degrees for 3 hours. The mixture was cooled, poured into dilute ammonium chloride solution, and the precipitated yellow solid was collected by filtration, washed with water, and air-dried to give 4.43 g of 4-(3-chloro-phenyl)-2-(5-dimethoxymethyl-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide (VI.2a).

후처리

  1. temperatureThe mixture was cooled
  2. filtrationthe precipitated yellow solid was collected by filtration
  3. washwashed with water
  4. customair-dried

출처 및 근거

ORD 기록
ord-b8698179a41a4268941f5bef8555de04
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044213B2

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