Hydrogen Peroxide → 1,1-Dimethyl-3-(4-cyano-3-(methylsulfinyl)-5-isothiazolyl)urea

HRID 1438851Notes

Reaction equation

[CH3:1][N:2]([CH3:15])[C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([S:11][CH3:12])[C:7]=1[C:13]#[N:14])=[O:4].[OH:16]O>>[CH3:15][N:2]([CH3:1])[C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([S:11]([CH3:12])=[O:16])[C:7]=1[C:13]#[N:14])=[O:4]

Participants

Reactant 2

HCID 784Hydrogen Peroxide

HCID 213992751,1-Dimethyl-3-(4-cyano-3-(methylthio)-5-isothiazolyl)urea

Product 1

HCID 213992851,1-Dimethyl-3-(4-cyano-3-(methylsulfinyl)-5-isothiazolyl)urea

Procedure

In the manner of Example II, 7.9 g of 1,1-dimethyl-3-(4-cyano-3-(methylthio)-5-isothiazolyl)urea was oxidized with 3.7 ml of 30% hydrogen peroxide to give 7.0 g of 1,1-dimethyl-3-(4-cyano-3-(methylsulfinyl)-5-isothiazolyl)urea, m.p. 178°-179°. The nmr spectrum was consistent with the assigned structure.

Sources & evidence

ORD record: ord-379b7ec6410f4832a35d1853baaad2bc
Source dataset: uspto-grants-1977_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04057416

Reaction notes

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