Sodium Carbonate → HCID 13236307, compound

HRID 1649239Notes

Reaction equation

HRID 1649239 reaction equation
Cl[CH2:2][CH2:3][N:4]([CH2:16][CH2:17]Cl)[C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2.[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH2:26])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][N:26]2[CH2:17][CH2:16][N:4]([C:5]3[CH:6]=[C:7]4[C:12](=[CH:13][CH:14]=3)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]4)[CH2:3][CH2:2]2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 754524-MethoxybenzylamineHCID 20480590HCID 20480590, compound

Product 1

HCID 13236307HCID 13236307, compoundYield 45.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 14.5 g of 6-[bis(2-chloroethyl)amino]-3,4-dihydrocarbostyril, 8.0 g of 4-methoxybenzylamine and 70 ml of methanol was stirred under reflux for 15 hours. After cooling, to the reaction mixture was added 3.06 g of sodium carbonate and the reaction mixture was stirred under reflux for 8 hours. After cooling, crystals which precipitated were collected by filtration and recrystallized from ethanol to give 8.1 g of 6-[4-(4-methoxybenzyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 196°-198° C., colorless needles.

Workup

  1. temperatureunder reflux for 15 hours
  2. temperatureAfter cooling, to the reaction mixture
  3. stirringthe reaction mixture was stirred
  4. temperatureunder reflux for 8 hours
  5. temperatureAfter cooling
  6. customcrystals which precipitated
  7. filtrationwere collected by filtration
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d792c8c7b6924f4db122d2275518ab0f
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

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