Bromine → HCID 14209236, compound

HRID 2165836Notes

Reaction equation

HRID 2165836 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([NH:14][CH2:15][CH2:16][OH:17])=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1>C(O)(=O)C>[Br:1][C:9]1[CH:10]=[N:11][C:12]2[C:7]([C:8]=1[NH:14][CH2:15][CH2:16][OH:17])=[CH:6][CH:5]=[C:4]([Cl:3])[CH:13]=2

Participants

4

Reactant 2

HCID 24408BromineHCID 46504662-[(7-chloroquinolin-4-yl)amino]ethanol

Product 1

HCID 14209236HCID 14209236, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (4.3 g) was added dropwise to a solution of 7-chloro-N-(2-hydroxyethyl)-4-quinolinamine (6 g) in 60 ml of acetic acid. The mixture was stirred overnight and the solid separated by filtration. This solid was dispensed in 100 ml of water and the mixture made alkaline (pH=8) with a sodium bicarbonate solution. After two hours of stirring, the product was filtered and recrystallized twice from isopropanol and from ethanol. The yield was 3.5 g, mp 169°-170° C.

Workup

  1. customthe solid separated by filtration
  2. stirringAfter two hours of stirring
  3. filtrationthe product was filtered
  4. customrecrystallized twice from isopropanol and from ethanol

Sources & evidence

ORD record
ord-984e2d20e3d9480995238c915d6bf158
Source dataset
uspto-grants-1990_07
Patent number
US04942168

Reaction notes

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