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

HRID 2266395노트

반응식

HRID 2266395 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-5ef034faae024da4ae3d5b6540c2aa60
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858647B2

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