4-(Trifluoromethyl)benzoic acid → HCID 16722804, compound

HRID 1983129Notes

Reaction equation

HRID 1983129 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([NH:15][NH2:16])=[O:14].[F:17][C:18]([F:29])([F:28])[C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=O)=[CH:21][CH:20]=1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:14][C:23]([C:22]2[CH:21]=[CH:20][C:19]([C:18]([F:17])([F:28])[F:29])=[CH:27][CH:26]=2)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 99664-(Trifluoromethyl)benzoic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 16722804HCID 16722804, compoundYield 33%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 4-trifluoromethyl-benzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 114 mg, 33%) which was obtained as a white solid. MS: m/e=372.0 [M+H]+.

Sources & evidence

ORD record
ord-890176d20d864b0e8bceadd5d7836e17
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

Loading…