5-Methyl-3-phenyl-4-isoxazolecarbohydrazide → HCID 178434982, compound

HRID 1983105Notes

Reaction equation

HRID 1983105 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].[C:17]([C:20]1[CH:28]=[CH:27][C:23]2[NH:24][N:25]=[N:26][C:22]=2[CH:21]=1)(O)=O>>[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:17]([C:20]2[CH:28]=[CH:27][C:23]3[N:24]=[N:25][NH:26][C:22]=3[CH:21]=2)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazideHCID 178524184HCID 178524184, compound

Product 1

HCID 178434982HCID 178434982, compoundYield 39%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 5-carboxy-benzotriazole instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:20:10 to 20:70:10, 125 mg, 39%) which was obtained as a white solid. MS: m/e=345.1 [M+H]+.

Sources & evidence

ORD record
ord-8b1ad9be9ad04054bf39aeb9deb5ab78
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

Loading…