Thionyl Chloride → 4-(Aminosulfonyl)-3-thiophenecarbonyl chloride

Reaction equation

[NH2:1][S:2]([C:5]1[C:6]([C:10]([OH:12])=O)=[CH:7][S:8][CH:9]=1)(=[O:4])=[O:3].S(Cl)([Cl:15])=O>>[NH2:1][S:2]([C:5]1[C:6]([C:10]([Cl:15])=[O:12])=[CH:7][S:8][CH:9]=1)(=[O:4])=[O:3]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 30422853-Thiophenecarboxylic acid, 4-(aminosulfonyl)-

Product 1

HCID 137325564-(Aminosulfonyl)-3-thiophenecarbonyl chloride

Conditions

Temperature: 90 °C

Procedure

A solution of 1.0 g of 4-aminosulfonylthiophene-3-carboxylic acid in 20 ml of thionyl chloride is heated in an oil bath maintained at 90° C. for 2 hours. Rotoevaporation gives 1.0 g of the title compound, m.p. 236°-238° C.

Sources & evidence

ORD record: ord-0382d7f24c91420ab51ab823e34230b9
Source dataset: uspto-grants-1986_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04622402

Reaction notes

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