Sodium Carbonate Decahydrate → (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde-1-oxime

HRID 67385

反応式

HRID 67385 の反応式
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]2[CH:13]=[N:14][C:15]([CH:16]=O)=[C:5]2[C@@H:4]2[CH2:18][CH2:19][CH2:20][N:3]12.Cl.[NH2:22][OH:23].O.O.O.O.O.O.O.O.O.O.C(=O)([O-])[O-].[Na+].[Na+]>O>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]2[CH:13]=[N:14][C:15]([CH:16]=[N:22][OH:23])=[C:5]2[C@@H:4]2[CH2:18][CH2:19][CH2:20][N:3]12

参加物

5

反応物 3

HCID 151402Sodium Carbonate DecahydrateHCID 443297Hydroxyamine hydrochlorideHCID 22822210(S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde

生成物 1

HCID 86738267(S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde-1-oxime

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
70 °C

実験手順

A suspension of 2.67 g (10 mmol) of (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde and 0.85 g (12.5 mmol) of hydroxylamine hydrochloride in 60 ml of water is treated dropwise at room temperature with a solution of 3.57 g (12.5 mmol) of sodium carbonate decahydrate in 10 ml of water. The mixture is stirred at 70° C. for 4 hours. After cooling, the separated material is filtered off under suction, washed with water and recrystallised directly from 50 ml of dimethylformamide. There is obtained (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde-1-oxime of melting point 285° C.

後処理

  1. temperatureAfter cooling
  2. filtrationthe separated material is filtered off under suction
  3. washwashed with water
  4. customrecrystallised directly from 50 ml of dimethylformamide

出典と根拠

ORDレコード
ord-715e61470bf545069a2373ea3ea180a2
出典データセット
uspto-grants-1982_08
特許番号
US04346031

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