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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447824Generated: October 25, 2026

Hydrochloric Acid → 5-Chloro-2-(methylthio)benzonitrile

https://huagongshe.com/reaction/447824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Chloro-2-fluorobenzonitrileHCID 93653—
ReactantSodium methanethiolateHCID 4378561—
SolventDimethylformamideHCID 6228—
Product5-Chloro-2-(methylthio)benzonitrileHCID 5984569396.6%

Reaction Steps

(Step 1) A mixture of 5-chloro-2-fluorobenzonitrile (5.0 g) and sodium methanethiolate (2.48 g) was stirred in N,N-dimethylformamide (20 ml) at 60° C. for 1 hr. The reaction solution was treated with 1N hydrochloric acid, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 5-chloro-2-(methylsulfanyl)benzonitrile (5.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481569B2
Source datasetuspto-grants-2013_07
ORD IDord-c7f62e6d76a043e59066f412b7b333cc
Source noteuspto-grants-2013_07