Dimethylformamide → N-[4-chloro-3-(trifluoromethyl)phenyl]-7-methyl-3H-imidazo[4,5-f]quinolin-9-amine;hydrate;hydrochloride

HRID 268245Notes

Reaction equation

HRID 268245 reaction equation
Cl.N([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)C1C=CC=CC=1.[NH2:23][C:24]1[CH:25]=[CH:26][C:27]([Cl:34])=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:29]=1.CN(C)C=[O:38]>>[OH2:38].[ClH:34].[Cl:34][C:27]1[CH:26]=[CH:25][C:24]([NH:23][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:29][C:28]=1[C:30]([F:31])([F:32])[F:33]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 675744-Chloro-3-(trifluoromethyl)anilineHCID 178428198HCID 178428198, compound

Product 1

HCID 178428211N-[4-chloro-3-(trifluoromethyl)phenyl]-7-methyl-3H-imidazo[4,5-f]quinolin-9-amine;hydrate;hydrochloride

Procedure

A stirred mixture of the compound of Example I, C. (22 g. 0.1 mole) and 5-amino-2-chlorobenzotrifluoride (20 g. 0.1 mole) in 200 ml. of dimethylformamide, was refluxed for 6 hours. The reaction solution was stripped in vacuo to give 35 g. (82%) of tan product.

Workup

  1. customto give 35 g

Sources & evidence

ORD record
ord-d9d8167bb438416fbf6c6f47a8d247c5
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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