Cyclohexanecarboxylic acid → HCID 67215829, compound

HRID 2421159Notes

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].[CH:17]1([C:23](O)=O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>>[CH:17]1([C:23]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)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

Reactant 2

HCID 7413Cyclohexanecarboxylic acid

HCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215829HCID 67215829, compoundYield 82%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using cyclohexanecarboxylic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 233 mg, 82%) which was obtained as a white solid. MS: m/e 362.3 [M+H]+.

Sources & evidence

ORD record: ord-6f1184d5f5554b06b3e3f4ba0da7b8b1
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07956074B2

Reaction notes

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