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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 569055Generated: October 31, 2026

Hydrochloric Acid → 2-Sulfamoylthieno[2,3-c]pyridin-7(6H)-one

https://huagongshe.com/reaction/569055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN,N-Dimethyl-N'-(7-acetoxythieno[2,3-c]pyridine-2-sulfonyl)formamidineHCID 53999326—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
Product2-Sulfamoylthieno[2,3-c]pyridin-7(6H)-oneHCID 2014858754.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

An initial suspension of N,N-dimethyl-N'-(7-acetoxythieno[2,3-c]pyridine-2-sulfonyl)formamidine (2.0 g, 6.1 mmol) in 10 N sodium hydroxide (4 ml) diluted with water (15 ml) was warmed at 60° C. for 1 hour. This clear solution was cooled and acidified with concentrated hydrochloric acid to give a precipitate of product. This precipitate (1.2 g) was collected by filtration and dried in a vacuum oven. Recrystallization by dissolution in a minimum amount of hot dimethyl sulfoxide, followed by dilution with ethanol gave 0.76 g (54% yield) of pure product; m.p. 295°-297° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04731368
Source datasetuspto-grants-1988_03
ORD IDord-6c9c05014a6a42bfb097905c2ada8594
Source noteuspto-grants-1988_03