Water → 2-Methylamino-4-(3-trifluoromethylphenylcarbamoylmethyl)thiazole

HRID 261754노트

반응식

HRID 261754 반응식
Br[CH2:2][C:3](=O)[CH2:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)=[O:6].[CH3:19][NH:20][C:21]([NH2:23])=[S:22].O>C(O)C>[CH3:19][NH:20][C:21]1[S:22][CH:2]=[C:3]([CH2:4][C:5](=[O:6])[NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[N:23]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 2723704MethylthioureaHCID 223476964-Bromo-3'-trifluoromethylacetoacetanilide

생성물 1

HCID 213211582-Methylamino-4-(3-trifluoromethylphenylcarbamoylmethyl)thiazole수율 81%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution containing 32.4 g (0.10 mole) of 4-bromo-3'-trifluoromethylacetoacetanilide and 11.3 g (0.13 mole) of N-methylthiourea in 250 ml of ethanol was refluxed for four hours. The reaction mixture was poured into 700 ml of water and ethanol was added. A small quantity of insoluble material was removed by filtration and the filtrate was made strongly alkaline by the addition of ammonium hydroxide. The solution was cooled and an additional 400 ml of water was added. The precipitated solid was collected and dried in an oven. There was obtained 25.5 g (81%) of product, m.p. 153°-55°. N.M.R. (dimethyl-d6 sulfoxide) ∂ 2.8-2.9 (CH3, doublet), 3.5 (CH2), 6.3 (hetero-aromatic), 7.3-8.1 (aromatic, NH), 10.4 (HNC=0).

후처리

  1. temperaturewas refluxed for four hours
  2. additionwas added
  3. customA small quantity of insoluble material was removed by filtration
  4. additionby the addition of ammonium hydroxide
  5. temperatureThe solution was cooled
  6. additionan additional 400 ml of water was added
  7. customThe precipitated solid was collected
  8. customdried in an oven

출처 및 근거

ORD 기록
ord-cab0f933c0154620b00895b6d501237f
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04152329

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