p-(Methylsulphonyl)benzoic acid → HCID 16722696, compound

HRID 1983110Notes

Reaction equation

HRID 1983110 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].[CH3:17][S:18]([C:21]1[CH:29]=[CH:28][C:24]([C:25](O)=O)=[CH:23][CH:22]=1)(=[O:20])=[O:19]>>[CH3:17][S:18]([C:21]1[CH:29]=[CH:28][C:24]([C:25]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:23][CH:22]=1)(=[O:19])=[O:20]

Participants

3

Reactant 2

HCID 77670p-(Methylsulphonyl)benzoic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 16722696HCID 16722696, compoundYield 10%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 4-(methanesulfonyl)-benzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=50:30:20 to 20:60:20, 36 mg, 10%) which was obtained as a white solid. MS: m/e=382.1 [M+H]+.

Sources & evidence

ORD record
ord-f5c4cb2cc382484eafab2c1aceecc011
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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