4-Fluoro-3-(trifluoromethyl)aniline → 4-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl)benzoic acid

HRID 654050

Reaction equation

HRID 654050 reaction equation
Cl[S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[F:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][C:16]=1[C:22]([F:25])([F:24])[F:23]>N1C=CC=CC=1>[F:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][S:2]([C:5]2[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)(=[O:4])=[O:3])=[CH:17][C:16]=1[C:22]([F:23])([F:24])[F:25]

Participants

4

Reactant 2

HCID 753774-Fluoro-3-(trifluoromethyl)anilineHCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 36999904-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl)benzoic acidYield 908.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Analogously to Example 10, 2.21 g (10 mmol) of 4-chlorosulfonyl-benzoic acid is reacted with 1.79 g (10 mmol) of 4-fluoro-3-(trifluoromethyl)-aniline in pyridine and the crude product is crystallized from ethanol. 3.3 g=90.84 mmol of crystalline product is obtained. Melting point 238°-241° C.

Workup

  1. customthe crude product is crystallized from ethanol

Sources & evidence

ORD record
ord-e0350539f1414eb2a75b9ac2d5afcda4
Source dataset
uspto-grants-1992_07
Patent number
US05130119

Linked notes

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