Sodium Carbonate → HCID 20329392, compound

HRID 2057905Notes

Reaction equation

HRID 2057905 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:12](=[O:19])[NH:11][C:10]2[CH:20]=[CH:21][CH:22]=[N:23][C:9]1=2)=[O:7].C(=O)([O-])[O-].[Na+].[Na+].[CH3:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>C(O)C>[CH3:30][N:31]1[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[C:12](=[O:19])[NH:11][C:10]3[CH:20]=[CH:21][CH:22]=[N:23][C:9]2=3)=[O:7])[CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 531671-MethylpiperazineHCID 20329396HCID 20329396, compound

Product 1

HCID 20329392HCID 20329392, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.0 g of 11-(5-chlorovaleryl)-5,11-dihydro-6H-pyrido-[2,3-b][1,4]-benzodiazepine-6-one, 1.6 g of sodium carbonate and 3 ml of 1-methylpiperazine in 100 ml of ethanol was refluxed for 20 hours and then the hot mixture was vacuum filtered. The filtrate was evaporated to dryness in vacuo and the residue was chromatographed over silica gel to obtain a 37% yield of 5,11-dihydro-11-[5-(4-methyl-1-piperazinyl)-valeryl]-6H-pyrido-[2,3-b][1,4]-benzodiazepine-6-one melting at 151°-153° C. after crystallization from ethyl acetate.

Workup

  1. temperaturewas refluxed for 20 hours
  2. filtrationfiltered
  3. customThe filtrate was evaporated to dryness in vacuo
  4. customthe residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-71cc454cc41342fab8e593ac4db03b29
Source dataset
uspto-grants-1980_07
Patent number
US04213985

Reaction notes

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