4-Iodobenzoic acid → HCID 67215624, compound

HRID 2421191Notes

Reaction equation

HRID 2421191 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].[I:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](O)=O)=[CH:20][CH:19]=1>>[I:17][C:18]1[CH:26]=[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)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 120854-Iodobenzoic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215624HCID 67215624, compoundYield 62%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (1.00 g, 4.60 mmol) was converted using 4-iodobenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 1.21 g, 62%) which was obtained as a white solid. MS: m/e=430.2 [M+H]+.

Sources & evidence

ORD record
ord-1d726351747d41529c2d277ce974dd94
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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