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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086416Generated: November 1, 2026

Sulfuric Acid → 2,2,3-Trichloropropanenitrile

https://huagongshe.com/reaction/1086416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantDimethylformamideHCID 6228—
Reactant2,2,3-TrichloropropanenitrileHCID 13133—
ReactantThionyl ChlorideHCID 24386—
ReactantChlorineHCID 24526—
Reactant2-ChloroacrylonitrileHCID 70198—
Product2,2,3-TrichloropropanenitrileHCID 13133—
ProductHCID 19825918HCID 19825918—

Reaction Steps

Firstly 2,2,3-trichloropropionitrile is prepared by adding chlorine to α-chloroacrylonitrile, as descibed by H. Brintzinger et al in Angew. Chemie, 1948, 60,p.311 and then the 2,2,3-trichloropropionitrile undergoes acid hydrolysis with 60% H2SO4 at 125° C. and for 5 hours in order to obtain the corresponding acid, as described by H. Laato in Suomen Kemistilehti, 1968, 41B, p.266. The acid is then treated by SOCl2 in the presence of a catalytic quantity of DMF at 40° to 50° C.and for 1 hour, which gives 2,2,3-trichloropropanoyl chloride, which is distilled at 50° C. under 2700 Pa (20 mm of Hg),the yield being 66%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05030628
Source datasetuspto-grants-1991_07
ORD IDord-e8550155bc914c07a6337288a079c78e
Source noteuspto-grants-1991_07