Ammonium Hydroxide → HCID 9969119, 화합물

HRID 2307375노트

반응식

HRID 2307375 반응식
[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]

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 10132459HCID 10132459, 화합물

생성물 1

HCID 9969119HCID 9969119, 화합물

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
60 °C

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-571eed49bcab401caa1d0cabc4ad5ccd
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06831079B1

반응 노트

불러오는 중…