Sulfuric Acid → 1,1-Dimethyl-3-(4-carbamoyl-3-ethoxy-5-isothiazolyl)urea

HRID 1439324Notes

Reaction equation

HRID 1439324 reaction equation
[CH3:1][N:2]([CH3:16])[C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([O:11][CH2:12][CH3:13])[C:7]=1[C:14]#[N:15])=[O:4].S(=O)(=O)(O)[OH:18]>>[CH3:16][N:2]([CH3:1])[C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([O:11][CH2:12][CH3:13])[C:7]=1[C:14](=[O:18])[NH2:15])=[O:4]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 213968181,1-Dimethyl-3-(4-cyano-3-ethoxy-5-isothiazolyl)urea

Product 1

HCID 185502051,1-Dimethyl-3-(4-carbamoyl-3-ethoxy-5-isothiazolyl)urea

Procedure

A mixture of 3.8 g of 1,1-dimethyl-3-(4-cyano-3-ethoxy-5-isothiazolyl)urea in 7 ml of concentrated sulfuric acid was treated as described in Example II to give 3.5 g of 1,1-dimethyl-3-(4-carbamoyl-3-ethoxy-5-isothiazolyl)urea, m.p. 172°-172°. The nmr spectrum was consistent with the assigned structure.

Workup

  1. additionwas treated

Sources & evidence

ORD record
ord-db5a4e94f48441a69890c107d1b816d1
Source dataset
uspto-grants-1977_11
Patent number
US04059433

Reaction notes

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