Sulfuric Acid → 3,4-Dichloro-5-isothiazolecarboxylic acid amide

HRID 2255489Notes

Reaction equation

HRID 2255489 reaction equation
[C:1]([C:3]1[S:7][N:6]=[C:5]([Cl:8])[C:4]=1[Cl:9])#[N:2].S1C=CC=N1.S(=O)(=O)(O)[OH:16]>>[Cl:8][C:5]1[C:4]([Cl:9])=[C:3]([C:1]([NH2:2])=[O:16])[S:7][N:6]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 67515IsothiazoleHCID 19738264Dichloro-1,2-thiazole-5-carbonitrile

Product 1

HCID 113330673,4-Dichloro-5-isothiazolecarboxylic acid amide

Conditions

Temperature
110 °C

Procedure

Concentrated sulfuric acid (10 ml) was added to 1.0 g of 5-cyano-3,4-dichloroisothiazole. When heated at 110° C. for 20 minutes, the isothiazole compound was dissolved completely. The reaction mixture was cooled under ice cooling, and precipitated crystals were collected by filtration. The crystals were then recrystallized from a 1:1 mixed solvent of ethanol and water.

Workup

  1. temperatureThe reaction mixture was cooled under ice cooling
  2. customprecipitated crystals
  3. filtrationwere collected by filtration
  4. customThe crystals were then recrystallized from a 1:1 mixed solvent of ethanol and water

Sources & evidence

ORD record
ord-d7ac6bbb142a47bb9ad3c6bbee0a4550
Source dataset
uspto-grants-1993_08
Patent number
US05240951

Reaction notes

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