Sulfuric Acid → HCID 18550636, compound

HRID 1438858Notes

Reaction equation

HRID 1438858 reaction equation
[CH3:1][N:2]([CH3:16])[C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([S: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]([S:11][CH2:12][CH3:13])[C:7]=1[C:14](=[O:18])[NH2:15])=[O:4]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 21399281N'-[4-Cyano-3-(ethylsulfanyl)-1,2-thiazol-5-yl]-N,N-dimethylurea

Product 1

HCID 18550636HCID 18550636, compound

Procedure

A mixture of 4.0 g of 1,1-dimethyl-3-(4-cyano-3-(ethylthio)-5-isothiazolyl)urea in 6 ml of concentrated sulfuric acid was heated at 100° during one hour. The reaction mixture was treated as described in Example XIII to give, after recrystallization from ethanol, 2.8 g of 1,1-dimethyl-3-(4-carbamoyl-3-(ethylthio)-5-isothiazolyl)urea, m.p. 147°. The nmr spectrum was consistent with the assigned structure.

Workup

  1. temperaturewas heated at 100° during one hour
  2. additionThe reaction mixture was treated
  3. customto give
  4. customafter recrystallization from ethanol, 2.8 g of 1,1-dimethyl-3-(4-carbamoyl-3-(ethylthio)-5-isothiazolyl)urea, m.p. 147°

Sources & evidence

ORD record
ord-b64803a22bce4b35998b5085bffd4529
Source dataset
uspto-grants-1977_11
Patent number
US04057416

Reaction notes

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