5-Methyl-3-phenyl-4-isoxazolecarbohydrazide → HCID 16722805, compound

HRID 2421141Notes

Reaction equation

HRID 2421141 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][CH:18]([F:29])[O:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](O)=O)=[CH:22][CH:21]=1>>[F:17][CH:18]([F:29])[O:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]2[O:14][C:13]([C:3]3[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[N:5][O:6][C:2]=3[CH3:1])=[N:15][N:16]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazideHCID 7373604-(Difluoromethoxy)benzoic acid

Product 1

HCID 16722805HCID 16722805, compoundYield 25%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 4-difluoromethoxy-benzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 85 mg, 25%) which was obtained as a white solid. MS: m/e=369.9 [M+H]+.

Sources & evidence

ORD record
ord-8b42fd55a62d4d2c8ebc4c169ffc053d
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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