5-Methyl-3-phenyl-4-isoxazolecarbohydrazide → HCID 16723008, compound

HRID 1983166Notes

Reaction equation

HRID 1983166 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]1[C:26]([F:27])=[CH:25][C:21]([C:22](O)=O)=[C:20]([O:28][CH3:29])[CH:19]=1>>[F:17][C:18]1[C:26]([F:27])=[CH:25][C:21]([C:22]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)=[C:20]([O:28][CH3:29])[CH:19]=1

Participants

3

Reactant 2

HCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazideHCID 120408354,5-DIFLUORO-2-METHOXYBENZOIC ACID

Product 1

HCID 16723008HCID 16723008, compoundYield 49%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 4,5-difluoro-2-methoxybenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 0:80:20, 168 mg, 49%) which was obtained as a white solid. MS: m/e=340.2 [M+H]+.

Sources & evidence

ORD record
ord-100104cfaca9486e94105de42fe40226
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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