3,4-Dichloro-5-isothiazolecarboxylic acid → 3,4-Dichloro-5-isothiazolecarbonyl chloride

HRID 1675328Notes

Reaction equation

HRID 1675328 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([C:8]([OH:10])=O)[S:4][N:3]=1.C(Cl)(=O)C([Cl:14])=O>CN(C)C=O>[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([C:8]([Cl:14])=[O:10])[S:4][N:3]=1

Participants

4

Reactant 2

HCID 498373,4-Dichloro-5-isothiazolecarboxylic acidHCID 65578Oxalyl chloride

Product 1

HCID 109768863,4-Dichloro-5-isothiazolecarbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To 4.0 g (20.3 mmol) of 3,4-dichloroisothiazole-5-carboxylic acid were added 8 ml of oxalyl chloride and a catalytic amount of N,N-dimethylformamide (DMF). The mixture was stirred at 50° C. for 30 minutes. The reaction mixture was concentrated under vacuum to obtain 3,4-dichloroisothiazole-5-carbonyl chloride.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-f0f94cbc890e42798fb29712a0ce3996
Source dataset
uspto-grants-2011_08
Patent number
US08003675B2

Reaction notes

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