2-Ethoxybenzoic acid → HCID 16722537, compound

HRID 2421097Notes

Reaction equation

HRID 2421097 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].[CH2:17]([O:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](O)=O)[CH3:18]>>[CH2:17]([O:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22]1[O:14][C:13]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[N:15][N:16]=1)[CH3:18]

Participants

3

Reactant 2

HCID 672522-Ethoxybenzoic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 16722537HCID 16722537, compoundYield 42%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 2-ethoxybenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate=80:20 to 50:50, 135 mg, 42%) which was obtained as an off-white solid. MS: m/e=348.3 [M+H]+.

Sources & evidence

ORD record
ord-0fdb639260f146b0a08c782f6fb609c5
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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