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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220110Generated: October 30, 2026

Ammonia → Thionyl Chloride

https://huagongshe.com/reaction/2220110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantThionyl ChlorideHCID 24386—
Reactant5,6-Dichloronicotinic acidHCID 247987—
ProductThionyl ChlorideHCID 24386—
Product5,6-Dichloropyridine-3-carbonitrileHCID 12878464—

Reaction Steps

2,3-Dichloro 5-cyano pyridine 4 was prepared from 5,6-Dichloronicotinic acid (ALDRICH). The acid was converted to the acid chloride by treatment with excess SOCl2 and refluxed for 1.5 hours. The intermediate acid chloride was reacted with ammonia (aqueous) to get the primary amide which on dehydration with excess SOCl2 at reflux condition afforded 2, 3-Dichloro 5-cyano pyridine 4. [Ref. George et al J. Org. Chem, 1979, 44, 2697.]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417045B2
Source datasetuspto-grants-2008_08
ORD IDord-65feb5be5904477f952ae700c52e2641
Source noteuspto-grants-2008_08