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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540344Generated: October 29, 2026

Hydrochloric Acid → HCID 178527725, compound

https://huagongshe.com/reaction/540344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium methanethiolateHCID 4378561—
ReactantHCID 71255109HCID 71255109—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178527725HCID 178527725—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-(4-chloroquinolin-2-yl)-2,3,4,5-tetrahydro-1H-2-benzazepine (2 g, 6.47 mmol) and sodium thiomethoxide (2.4 g, 34 mmol) in dry N,N-dimethylformamide (20 mL) was heated with stirring overnight under reflux. The reaction mixture was cooled to 50° C. and the volatile components were evaporated under reduced pressure to give a residue which was dissolved in 30 mL of chilled water and carefully acidified with 20% hydrochloride aid to pH 4-5 under argon. The resultant solution was extracted with chilled dichloromethane (30 mL×3). The dichloromethane fractions were combined and washed with chilled brine (30 mL×2) and then concentrated under reduced pressure at room temperature to give the crude product. It was used in next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-13e6c18dc96842c194b7f82a0d51ec62
Source noteuspto-grants-2014_10