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

HRID 1112046ノート

反応式

HRID 1112046 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 213211582-Methylamino-4-(3-trifluoromethylphenylcarbamoylmethyl)thiazole収率 81%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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=O).

後処理

  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

出典と根拠

ORDレコード
ord-c9738e3ca1054aac841276f060f9a533
出典データセット
uspto-grants-1978_10
特許番号
US04120690

反応ノート

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