Acetic Anhydride → 3-(3-Fluoro-4-methoxyphenyl)-5-methyl-4-[4-(methylthio)phenyl]isoxazole

HRID 1781447Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:10](=[N:20][OH:21])[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[CH:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[C:22](OC(=O)C)(=O)[CH3:23]>>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[CH:14][CH:13]=3)=[C:22]([CH3:23])[O:21][N:20]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 736300081-(3-Fluoro-4-methoxyphenyl)-2-[4-(methylthio)phenyl]-ethan-1-one oxime

Product 1

HCID 196087433-(3-Fluoro-4-methoxyphenyl)-5-methyl-4-[4-(methylthio)phenyl]isoxazoleYield 30%

Procedure

3-(3-Fluoro-4-methoxyphenyl)-5-methyl-4-[4-(methylthio)phenyl]isoxazole was prepared in 30% yield from 1-(3-fluoro-4-methoxyphenyl)-2-[4-(methylthio)phenyl]-ethan-1-one oxime from Step 2 and acetic anhydride by the procedure described in Example 4, Step 1 and used directly in the next step.

Sources & evidence

ORD record: ord-979aef270da64f279b75cd871426c7dd
Source dataset: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05633272

Reaction notes

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