4-Bromoaniline → N-(4-bromophenyl)-7-methyl-3H-imidazo[4,5-f]quinolin-9-amine;hydrochloride

HRID 268248Notes

Reaction equation

HRID 268248 reaction equation
[ClH:1].[NH:2]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]3[N:21]=[CH:20][NH:19][C:17]3=2)[N:12]=[C:11]([CH3:22])[CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Br:23]C1C=CC(N)=CC=1>C(O)C>[ClH:1].[Br:23][C:6]1[CH:7]=[CH:8][C:3]([NH:2][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]4[N:21]=[CH:20][NH:19][C:17]4=3)[N:12]=[C:11]([CH3:22])[CH:10]=2)=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 78074-BromoanilineHCID 178428198HCID 178428198, compound

Product 1

HCID 178428196N-(4-bromophenyl)-7-methyl-3H-imidazo[4,5-f]quinolin-9-amine;hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 37.9 g. (0.174 m.) of the compound of Example I, C., 30 g. (0.174 ml.) of p-bromoaniline and 500 ml. of ethanol was stirred and refluxed overnight. After concentrating in vacuo the residue was recrystallized from 500 m. of MeOH to give 55 g. m.p. 347°-349° .

Workup

  1. additionA mixture of 37.9 g
  2. temperaturerefluxed overnight
  3. concentrationAfter concentrating in vacuo the residue
  4. customwas recrystallized from 500 m
  5. customof MeOH to give 55 g

Sources & evidence

ORD record
ord-cb5d75acd05842f8b313ecb06aa79be6
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

Loading…