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

HRID 916623ノート

反応式

HRID 916623 の反応式
[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

参加物

6

反応物 5

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

生成物 1

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

反応条件

温度
80 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-5f21aeb908974aae92e2e6f06e197dbf
出典データセット
uspto-grants-2007_09
特許番号
US07271179B2

反応ノート

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