Water → HCID 70588408, compound

HRID 2057982Notes

Reaction equation

HRID 2057982 reaction equation
[Cl:1][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:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)[CH:22]=[CH:23][CH3:24].[OH2:31]>O1CCOCC1>[OH2:4].[OH2:31].[ClH:1].[ClH:1].[CH2:21]([N:25]1[CH2:30][CH2:29][N:28]([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])[CH2:27][CH2:26]1)[CH:22]=[CH:23][CH3:24]

Participants

5

Reactant 3

HCID 962WaterHCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 539530791-(But-2-en-1-yl)piperazine

Product 1

HCID 70588408HCID 70588408, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

8.62 gm of 11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one and 8.7 gm of 1-(n-but-2-enyl)-piperazine (R1 =--CH2 --CH=CH--CH3) were refluxed in 100 ml of dioxane for 3 hours, and the reaction mixture was then evaporated in vacuo. The residue was purified on a silica gel column, and the obtained oily base was dissolved in 70 ml of hot isopropanol. The solution was acidified with hydrochloric acid, whereby the dihydrochloride crystallized out which was recrystallized from 94% ethanol. The obtained crystals included 2 mols of water of crystallization and melted at

Workup

  1. customthe reaction mixture was then evaporated in vacuo
  2. customThe residue was purified on a silica gel column
  3. dissolutionthe obtained oily base was dissolved in 70 ml of hot isopropanol
  4. customcrystallized out which
  5. customwas recrystallized from 94% ethanol

Sources & evidence

ORD record
ord-30c5d1010bca48ac8040e5145e62430c
Source dataset
uspto-grants-1980_07
Patent number
US04213984

Reaction notes

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