Water → 5-Chloro-[1,3,4]thiadiazole-2-carboxylic Acid (7-chloro-quinolin-4-yl)-amide

HRID 916623노트

반응식

HRID 916623 반응식
[H-].[Na+].[NH2:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([Cl:14])=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1.[Cl:15][C:16]1[S:20][CH:19]=[N:18][N:17]=1.O.CN([CH:25]=[O:26])C>>[Cl:14][C:10]1[CH:9]=[C:8]2[C:13]([C:4]([NH:3][C:25]([C:19]3[S:20][C:16]([Cl:15])=[N:17][N:18]=3)=[O:26])=[CH:5][CH:6]=[N:7]2)=[CH:12][CH:11]=1

참가 물질

6

반응물 5

HCID 962WaterHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 947117-Chloro-4-aminoquinolineHCID 129564682-Chloro-1,3,4-thiadiazole

생성물 1

HCID 589612375-Chloro-[1,3,4]thiadiazole-2-carboxylic Acid (7-chloro-quinolin-4-yl)-amide수율 60%

반응 조건

온도
80 °C

실험 절차

NaH (0.023 g, 0.58 mmol) was added in portions to a solution of 4-amino-7-chloro-quinoline (0.1 g, 0.56 mmol) in DMF (6 ml) at room temperature and the mixture was stirred for 20 min. 5-Chloro-[1,3,4]thiadiazole derivative (0.108 g, 0.56 mmol) was then added in one portion and the mixture heated at 80° C. (oil bath temperature) for 18 h. The reaction mixture was allowed to cool to room temperature and water (15 ml) was added. The precipitate was separated by filtration, washed with Et2O and dried to afford the product (0.08 g, 60% yield).

후처리

  1. temperatureto cool to room temperature
  2. customThe precipitate was separated by filtration
  3. washwashed with Et2O
  4. customdried

출처 및 근거

ORD 기록
ord-5f21aeb908974aae92e2e6f06e197dbf
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271179B2

반응 노트

불러오는 중…