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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 988844Generated: October 26, 2026

Hydrochloric Acid → rac-2-(2-Chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile

https://huagongshe.com/reaction/988844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantSodium CyanideHCID 8929—
ReactantAmmonium HydroxideHCID 14923—
Reactant4,5,6,7-Tetrahydrothieno(3,2-c)pyridineHCID 3085076—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Productrac-2-(2-Chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrileHCID 11369741—

Reaction Conditions

Temperature31 °C

Reaction Steps

123.83 g (880 mmol) o-chlorobenzaldehyde and 44 g (897 mmol) sodium cyanide were added to in 100 mL of methanol and water (1:1) mixture. To this 150 g (1070 mmol) 6,7-dihydro-4H-thieno[3,2-c]pyridine was added, followed by the addition of 10 mL concentrated hydrochloric acid and was stirred for 2 days at 31° C. temperature. The pH of reaction mixture was adjusted to 7.5-8.0 using NH4OH. The product was extracted with ethyl acetate (2×50 mL) and washed with water (2×50 mL), brine (50 mL) and was dried over sodium sulfate, and isolated as given in Example 1. The amount of white solid product obtained was 33 g (13%), which was characterized as usual.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06635763B2
Source datasetuspto-grants-2003_10
ORD IDord-34290a74c2ee41c689d84f377d9399bb
Source noteuspto-grants-2003_10