Potassium Cyanide → cyclohexyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate

HRID 1154447ノート

反応式

HRID 1154447 の反応式
[Cl:1][C:2]1[C:7]2[C:8](=[O:24])[N:9]3[CH2:23][CH2:22][CH2:21][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[C-]#N.[K+]>C1(O)CCCCC1>[Cl:1][C:2]1[C:7]2[C:8](=[O:24])[N:9]3[CH2:23][CH2:22][CH2:21][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([O:18][CH:19]3[CH2:4][CH2:3][CH2:2][CH2:7][CH2:20]3)=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 9032Potassium CyanideHCID 53890667ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]-benzodiazepine-1-carboxylate

生成物 1

HCID 54094222cyclohexyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate

試薬・触媒・溶媒 1

HCID 7966Cyclohexanol溶媒2 回

実験手順

12 g (35 mmol) of ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate and 1 g of powdered potassium cyanide in 120 ml of cyclohexanol are stirred at 130° for 18 hours, in each case about 10 ml of cyclohexanol being distilled off three times in the course of the reaction. The mixture is subsequently evaporated, the residue is taken up in chloroform, washed with water, dried over magnesium sulphate and evaporated. By column chromatography on silica gel there is obtained cyclohexyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate of melting point 166°-167°.

後処理

  1. distillationdistilled off three times
  2. customin the course of the reaction
  3. customThe mixture is subsequently evaporated
  4. washwashed with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-188e9f5a7782441483e3ffe2bb11d553
出典データセット
uspto-grants-1984_12
特許番号
US04489003

反応ノート

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