Bromine → HCID 14209235, compound

HRID 1646853Notes

Reaction equation

HRID 1646853 reaction equation
[Br:1]Br.[OH:3][CH2:4][CH2:5][NH:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([CH3:17])[CH:8]=1>C(O)(=O)C>[Br:1][C:8]1[C:9]([CH3:17])=[N:10][C:11]2[C:16]([C:7]=1[NH:6][CH2:5][CH2:4][OH:3])=[CH:15][CH:14]=[CH:13][CH:12]=2

Participants

4

Reactant 2

HCID 24408BromineHCID 15637644-(2-Hydroxyethyl)amino-2-methylquinoline

Product 1

HCID 14209235HCID 14209235, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (15.6 g) was added dropwise to a solution of N-(2-hydroxyetyl)-2-methyl-4-quinolinamine (26 g) in 400 ml of acetic acid. A solid separated which after one hour of stirring was filtered and dissolved in 400 ml of water. The free base was precipitated by adding 20% KOH solution until pH became 10. The solid was filtered and recrystallized from isopropanol. The yield was 14.5 g, mp 154°-155° C.

Workup

  1. customA solid separated which after one hour
  2. filtrationwas filtered
  3. dissolutiondissolved in 400 ml of water
  4. customThe free base was precipitated
  5. additionby adding 20% KOH solution until pH
  6. filtrationThe solid was filtered
  7. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-575a6ae6a0f94805a5370cb64d9b5a45
Source dataset
uspto-grants-1993_01
Patent number
US05182275

Reaction notes

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