Sodium Carbonate → 6-(1-Piperazinyl)carbostyril hydrobromide

HRID 1649252Notes

Reaction equation

HRID 1649252 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2.Br.[Br:14][CH2:15][CH2:16][NH:17][CH2:18][CH2:19]Br.C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[BrH:14].[N:1]1([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]3)[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 12692731Ethanamine, 2-bromo-N-(2-bromoethyl)-, hydrobromide (1:1)HCID 128107976-Aminoquinolin-2-ol

Product 1

HCID 132363676-(1-Piperazinyl)carbostyril hydrobromideYield 45.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 25 g of 6-aminocarbostyril, 50 g of bis(β-bromoethyl)amine hydrobromide and DMF was stirred at 80°-90° C. for 3 hours. After cooling to room temperature, 8.2 g of Na2CO3 was added to the mixture and stirred at 80°-90° C. for 4 hours. After cooling to room temperature, crystals which precipitated were collected by filtration, washed with ethanol and dried to give 22 g of 6-(1-piperazinyl)carbostyril hydrobromide, m.p. above 300° C., pale yellow rhombic crystals (water-ethanol).

Workup

  1. stirringstirred at 80°-90° C. for 4 hours
  2. temperatureAfter cooling to room temperature
  3. customcrystals which precipitated
  4. filtrationwere collected by filtration
  5. washwashed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-e17659afadd64e2e854ebe9613ea07c5
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

Loading…