Sodium Carbonate → 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((2,4-dimethyl-1-piperazinyl)acetyl)-, monohydrochloride

HRID 2057987Notes

Reaction equation

HRID 2057987 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].C(=O)([O-])[O-].[Na+].[Na+].[CH3:27][N:28]1[CH2:33][CH2:32][NH:31][CH:30]([CH3:34])[CH2:29]1>C(O)C>[ClH:1].[CH3:34][CH:30]1[CH2:29][N:28]([CH3:27])[CH2:33][CH2:32][N:31]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]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 131520351,3-Dimethylpiperazine

Product 1

HCID 30532186H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((2,4-dimethyl-1-piperazinyl)acetyl)-, monohydrochlorideYield 20%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.6 gm of 11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiaze-pin-6-one, 3.1 gm of sodium carbonate and 4.5 gm of 1,3-dimethyl-piperazine were refluxed in 100 ml of absolute ethanol for 3.5 hours. After suction filtration the filtrate was evaporated to dryness. The residue was then purified on a silica gel column. The obtained base was dissolved in ethanol by addition of hydrochloric acid to form the hydrochloride. After recrystallization from ethanol: M.p.: 301°-303° C.

Workup

  1. filtrationAfter suction filtration the filtrate
  2. customwas evaporated to dryness
  3. customThe residue was then purified on a silica gel column
  4. dissolutionThe obtained base was dissolved in ethanol by addition of hydrochloric acid

Sources & evidence

ORD record
ord-19e6b642e3014411bf56f28fe56be7de
Source dataset
uspto-grants-1980_07
Patent number
US04213984

Reaction notes

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