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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629829Generated: October 25, 2026

Thionyl Chloride → 4-(Morpholin-3-on-4-yl)-3-nitro-benzoic acid chloride

https://huagongshe.com/reaction/1629829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(2-Carboxymethoxy-ethylamino)-3-nitro-benzoic acidHCID 66731908—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-(Morpholin-3-on-4-yl)-3-nitro-benzoic acid chlorideHCID 86069407—

Reaction Steps

290 mg (1.02 mmol) 4-(2-carboxymethoxy-ethylamino)-3-nitro-benzoic acid in 100 ml dichloromethane are combined with 0.186 ml (2.55 mmol) thionyl chloride and 2 drops of DMF and refluxed for one day. After evaporation of the solution i. vac. it is evaporated with toluene and the residue is further reacted without any more purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791103B2
Source datasetuspto-grants-2014_07
ORD IDord-7fdb647b9f1c4c178508eef07b687bb0
Source noteuspto-grants-2014_07