Sodium Hydroxide → HCID 14209217, compound

HRID 1646859Notes

Reaction equation

HRID 1646859 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][CH2:13][CH:14]([OH:16])[CH3:15])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[Br:17]Br.[OH-].[Na+]>C(O)(=O)C.O>[Br:17][C:7]1[CH:8]=[N:9][C:10]2[C:5]([C:6]=1[NH:12][CH2:13][CH:14]([OH:16])[CH3:15])=[CH:4][CH:3]=[C:2]([Cl:1])[CH:11]=2

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 14209216HCID 14209216, compound

Product 1

HCID 14209217HCID 14209217, compoundYield 50.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A mixture of 12 g of 7-chloro-N-(2-hydroxypropyl)-4-quinolinamine in 112 ml of acetic acid was stirred at room temperature and to it 8 g of bromine was added dropwise over a thirty minute period. After 1.5 hours, a solid formed which was isolated by filtration, dissolved in water and basified with sodium hydroxide, whereupon a solid formed which was collected by filtration. Recrystallization from ethanol yielded 8 g of solid with a melting point of 161°-163° C.

Workup

  1. additionwas added dropwise over a thirty minute period
  2. customa solid formed which
  3. customwas isolated by filtration
  4. customformed which
  5. filtrationwas collected by filtration
  6. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-a36ea1ae3bdc418ebbca6774187ff83a
Source dataset
uspto-grants-1993_01
Patent number
US05182275

Reaction notes

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