Sodium Carbonate → HCID 13236381, compound

HRID 1649256Notes

Reaction equation

HRID 1649256 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2.Br.[Br:14][CH2:15][CH2:16][NH:17][CH2:18][CH2:19]Br.C(=O)([O-])[O-].[Na+].[Na+]>CO>[BrH:14].[N:1]1([C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:11]=2[NH:10][C:9](=[O:12])[CH2:8][CH2:7]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 133171138-Amino-3,4-dihydro-2(1H)-quinolinone

Product 1

HCID 13236381HCID 13236381, compoundYield 16.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8-Amino-3,4-dihydrocarbostyril (7.5 g, 46.2 mmols) and bis(β-bromoethyl)amine hydrobromide (15.9 g, 50.8 mmols) were suspended in methanol and the suspension was heated under reflux while stirring for 9 hours. After adding 2.5 g of sodium carbonate, the reaction mixture was further heated under reflux for 8 hours while stirring, and stirred on an ice bath for 1 hours. Crystals which precipitated were collected by filtration. The crude crystals thus obtained were recrystallized from methanol-ether to give 2.4 g of 8-(1-piperazinyl)-3,4-dihydrocarbostyril hydrobromide, m.p. above 300° C., colorless needles.

Workup

  1. temperaturethe suspension was heated
  2. temperatureunder reflux
  3. temperaturethe reaction mixture was further heated
  4. temperatureunder reflux for 8 hours
  5. stirringwhile stirring
  6. stirringstirred on an ice bath for 1 hours
  7. customCrystals which precipitated
  8. filtrationwere collected by filtration
  9. customThe crude crystals thus obtained
  10. customwere recrystallized from methanol-ether

Sources & evidence

ORD record
ord-0338ebd2647f42cdbaa7cfeb7c846732
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

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