Hydrogen Peroxide → HCID 21399283, compound

HRID 1438859Notes

Reaction equation

HRID 1438859 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].[OH:17]O>>[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])=[O:17])[C:7]=1[C:14]#[N:15])=[O:4]

Participants

3

Reactant 2

HCID 784Hydrogen PeroxideHCID 21399281N'-[4-Cyano-3-(ethylsulfanyl)-1,2-thiazol-5-yl]-N,N-dimethylurea

Product 1

HCID 21399283HCID 21399283, compoundYield 76.4%

Procedure

Seventeen grams of 1,1-dimethyl-3-(4-cyano-3-(ethylthio)5-isothiazolyl)urea was treated with 2.75 g of 30% hydrogen peroxide in the manner described in Example II. No solid separated on cooling the reaction mixture. The mixture was neutralized with saturated aqueous sodium bicarbonate solution, then concentrated to near dryness. The viscous residue was crystallized from ethanol to yield 13.8 g of 1,1-dimethyl-3-(4-cyano-3-(ethylsulfinyl)-5-isothiazolyl)urea, m.p. 162°-163°. The nmr spectrum was consistent with the assigned structure.

Workup

  1. customNo solid separated
  2. temperatureon cooling the reaction mixture
  3. concentrationconcentrated
  4. customThe viscous residue was crystallized from ethanol

Sources & evidence

ORD record
ord-119645fcbf164035a99dbb303e775829
Source dataset
uspto-grants-1977_11
Patent number
US04057416

Reaction notes

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