Water → 3-Amino-6-trifluoromethyl-2-(4-phenoxyphenyl)-4-quinolinecarboxylic acid

HRID 1073270Notes

Reaction equation

HRID 1073270 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]2=O.Cl.[NH2:17][CH2:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:23][CH:22]=1)=O.[OH2:34]>>[NH2:17][C:18]1[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:23][CH:22]=2)=[N:8][C:9]2[C:5]([C:6]=1[C:7]([OH:34])=[O:12])=[CH:4][C:3]([C:2]([F:15])([F:14])[F:1])=[CH:11][CH:10]=2

Participants

4

Reactant 3

HCID 962WaterHCID 123514965-(trifluoromethyl)-2,3-dihydro-1H-indole-2,3-dioneHCID 221583502-Amino-4'-phenoxyacetophenone hydrochloride

Product 1

HCID 150859643-Amino-6-trifluoromethyl-2-(4-phenoxyphenyl)-4-quinolinecarboxylic acid

Procedure

A solution of 6.45 g of 5-trifluoromethylisatin in water was reacted with 7.91 g of 2-amino-4'-phenoxyacetophenone hydrochloride (example 5) by the procedure described in example 6, giving 7.7 g of the desired compound as a yellow solid, mp 220°-225° C.

Sources & evidence

ORD record
ord-ac47184de50e4df799851d4f962bbaed
Source dataset
uspto-grants-1990_11
Patent number
US04968702

Reaction notes

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