Ammonium Hydroxide → HCID 9969119、化合物

HRID 1635866ノート

反応式

HRID 1635866 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([N:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][N:15]2[CH:23]=[CH:24][CH:25]=[C:14]2[CH2:13]1)=[O:11])[C:5]#[N:6].[OH-:26].[NH4+]>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([N:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][N:15]2[CH:23]=[CH:24][CH:25]=[C:14]2[CH2:13]1)=[O:11])[C:5]([NH2:6])=[O:26]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 10132459HCID 10132459、化合物

生成物 1

HCID 9969119HCID 9969119、化合物

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
60 °C

実験手順

Concentrated sulfuric acid (70 ml) was added to 3-chloro-4-(5H,11H-pyrrolo-[2,1-c][1,4]benzodiazepine-10-carbonyl)-benzonitrile (12.85 g). The mixture was stirred at 60° C. for 3 hours, followed by stirring at room temperature for 18 hours. The reaction mixture was poured over ice and neutralized at 0° C., with 30% ammonium hydroxide (184 ml). The resulting suspension was extracted with ethyl acetate. The aqueous mixture was filtered, and reextracted with ethyl acetate. The combined organic phase was dried over anhydrous sodium sulfate, and the solvent removed in vacuo. The residue was triturated with a mixture of diethyl ether (50-60 ml) and a small quantity of ethyl acetate. Filtration of the precipitate afforded the title compound as a crystalline solid (10.44 g), m.p. 211-212° C.; MS (EI), m/z: 365 (M)+.

後処理

  1. stirringby stirring at room temperature for 18 hours
  2. extractionThe resulting suspension was extracted with ethyl acetate
  3. filtrationThe aqueous mixture was filtered
  4. dry with materialThe combined organic phase was dried over anhydrous sodium sulfate
  5. customthe solvent removed in vacuo
  6. customThe residue was triturated with a mixture of diethyl ether (50-60 ml)
  7. filtrationFiltration of the precipitate

出典と根拠

ORDレコード
ord-8fba28badfbe47719cd2ae57089ef1ee
出典データセット
uspto-grants-2003_01
特許番号
US06511974B1

反応ノート

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