11-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one → 11-[(4-Allyl-1-piperazinyl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b]-[1,4]benzodiazepin-6-one

HRID 2057981Notes

Reaction equation

HRID 2057981 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[NH:8][C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4].[CH2:21]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[CH:22]=[CH2:23]>C(O)C>[CH2:21]([N:24]1[CH2:29][CH2:28][N:27]([CH2:2][C:3]([N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[NH:8][C:7]3[CH:17]=[CH:18][CH:19]=[N:20][C:6]2=3)=[O:4])[CH2:26][CH2:25]1)[CH:22]=[CH2:23]

Participants

4

Reactant 2

HCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 8064221-Allylpiperazine

Product 1

HCID 2032936811-[(4-Allyl-1-piperazinyl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b]-[1,4]benzodiazepin-6-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.62 gm of 11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 8.3 gm of 1-allyl-piperazine were refluxed in 100 ml of ethanol for 2 hours. The reaction mixture was then evaporated, and the crystalline precipitate was subsequently recrystallized from 30 ml of isopropanol and then from 94% ethanol in the presence of activated charcoal.

Workup

  1. customThe reaction mixture was then evaporated
  2. customthe crystalline precipitate was subsequently recrystallized from 30 ml of isopropanol

Sources & evidence

ORD record
ord-926f375263f74647bb980e399e5da0fd
Source dataset
uspto-grants-1980_07
Patent number
US04213984

Reaction notes

Loading…