Hydrogen Peroxide → HCID 20389820, compound

HRID 426712Notes

Reaction equation

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

Participants

Reactant 2

HCID 784Hydrogen Peroxide

HCID 20389822HCID 20389822, compound

Product 1

HCID 20389820HCID 20389820, compound

Procedure

The resulting product, N-[2-methylthio-4,5-dimethoxyphenyl]-N',N'-diethylurea was oxidized with hydrogen peroxide to yield N-[2-methylsulfinyl-4,5-dimethoxyphenyl]-N',N'-diethylurea. Reaction of this compound with O-mesitylenesulfonylhydroxylamine yielded S-methyl-S-[2-diethylaminocarbonylamino-4,5-dimethoxyphenyl]sulfoximine. Heating the sulfoximine yielded 6,7-dimethoxy-1-methyl-1H-1,2,4-benzothiadiazine-3(4H)-one-1-oxide melting at 333°-335° C. Total yield was 59 percent based on 2-methylthiol-4,5-dimethoxyaniline.

Sources & evidence

ORD record: ord-75fdaa00cbcf47a6b5de707dfff3c234
Source dataset: uspto-grants-1979_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04171361

Reaction notes

Loading…