Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573645Generated: October 30, 2026

Hydrochloric Acid → HCID 68323816, compound

https://huagongshe.com/reaction/573645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 53250694HCID 53250694—
SolventWaterHCID 962—
ProductHCID 68323816HCID 68323816—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-chloro-N-(3-cyano-2,6-dimethylthieno[2,3-b]pyridin-4-yl)benzenesulfonamide (Example 73) (119 mg, 0.315 mmol), DMSO (3 mL) and aqueous NaOH (3M) (1.05 mL, 3.15 mmol) was stirred at 150° C. for 5 h. The mixture was then cooled and acidified with 5M HCl to pH 3-4. Water (20 mL) was added and the mixture extracted with ethyl acetate (3×10 mL). The organic layer was then dried over MgSO4, filtered and concentrated. The residue was purified by normal phase chromatography, eluting with a gradient of 0-10% MeOH in DCM, and then further triturated with MeOH, to give the title compound (69 mg). LCMS (A) m/z: 396 [M+1]+, Rt 1.13 min (acidic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029545B2
Source datasetuspto-grants-2015_05
ORD IDord-aa0cd570fb8f41378aa2aa4b66658e1b
Source noteuspto-grants-2015_05