4-Cyanobenzoic acid → HCID 67215426, compound

HRID 2421145Notes

Reaction equation

HRID 2421145 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:19]1[CH:27]=[CH:26][C:22]([C:23](O)=O)=[CH:21][CH:20]=1)#[N:18]>>[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:26]=[CH:27][C:19]([C:17]#[N:18])=[CH:20][CH:21]=2)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 120874-Cyanobenzoic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215426HCID 67215426, compoundYield 30%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (1.09 mg, 5.00 mmol) was converted using 4-cyanobenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate=100:0 to 50:50, 490 mg, 30%) which was obtained as a white solid. MS: m/e=329.1 [M+H]+.

Sources & evidence

ORD record
ord-dae10fdbe9044c6c9770612ed9295ce3
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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