5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3carboxaldehyde-3-oxime → 5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile

HRID 67311ノート

反応式

HRID 67311 の反応式
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]2[CH:14]=[N:15][C:16]([CH:17]=[N:18]O)=[C:4]2[CH2:3]1>C(OC(=O)C)(=O)C>[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]2[CH:14]=[N:15][C:16]([C:17]#[N:18])=[C:4]2[CH2:3]1

参加物

3

反応物 1

HCID 867382645,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3carboxaldehyde-3-oxime

生成物 1

HCID 139845425-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

A solution of 4.8 g (18.7 mmol) of 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxaldehyde-3-oxime in 50 ml of acetic acid anhydride is heated to boiling under reflux for 28 hours. After evaporation of the mixture in vacuo, the residue is taken up in 150 ml of chloroform and washed twice with 30 ml of saturated sodium hydrogen carbonate solution each time and with 30 ml of water. The organic phase is dried over magnesium sulphate and evaporated. After column chromatography on silica gel and recrystallisation from ethyl acetate, there is obtained 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile of melting point 184°-186° C.

後処理

  1. temperatureunder reflux for 28 hours
  2. customAfter evaporation of the mixture in vacuo
  3. washwashed twice with 30 ml of saturated sodium hydrogen carbonate solution each time
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. customevaporated
  6. customAfter column chromatography on silica gel and recrystallisation from ethyl acetate

出典と根拠

ORDレコード
ord-899522f650a641dc937a75682a7dfcd5
出典データセット
uspto-grants-1982_08
特許番号
US04346030

反応ノート

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