5-Isopropyl-1,3,4-thiadiazol-2-amine → N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-acetamide

HRID 2266395ノート

反応式

HRID 2266395 の反応式
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[CH:17]([C:20]1[S:24][C:23]([NH2:25])=[N:22][N:21]=1)([CH3:19])[CH3:18]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[CH:17]([C:20]1[S:24][C:23]([NH:25][S:13]([C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[CH:8][CH:9]=2)(=[O:15])=[O:14])=[N:22][N:21]=1)([CH3:19])[CH3:18]

参加物

5

反応物 2

HCID 1471515-Isopropyl-1,3,4-thiadiazol-2-amineHCID 3015782p-(2-Acetamidoethyl)benzenesulphonyl chloride

生成物 1

HCID 13813271N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-acetamide収率 54.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

反応条件

温度
60 °C

実験手順

22.0 g 4-(2-Acetylamino-ethyl)-benzenesulfonyl chloride, 12.0 g 5-isopropyl-[1,3,4]thiadiazol-2-yl-amine and 1.0 g 4-dimethylaminopyridine were dissolved in 300 ml pyridine and stirred at 60° C. for thirty minutes. The pyridine was removed in vacuo and the residue coevaporated three times with portions of 100 ml toluene. The residue was purified by chromatography on silica gel with the eluents dichloromethane:methanol=95:5 to obtain 16.8 g N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-acetamide as a solid.

後処理

  1. customThe pyridine was removed in vacuo
  2. customThe residue was purified by chromatography on silica gel with the eluents dichloromethane

出典と根拠

ORDレコード
ord-5ef034faae024da4ae3d5b6540c2aa60
出典データセット
uspto-grants-2010_12
特許番号
US07858647B2

反応ノート

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