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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422595Generated: November 1, 2026

Dimethylformamide → 3-Nitrobenzeneacetyl chloride

https://huagongshe.com/reaction/1422595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-Nitrophenylacetic acidHCID 15876—
ReactantThionyl ChlorideHCID 24386—
SolventTolueneHCID 1140—
Product3-Nitrobenzeneacetyl chlorideHCID 52322598.9%

Reaction Steps

A mixture of commercially available 2-(3-nitrophenyl)acetic acid [CAS no. 1877-73-2] (25.8 g, 142 mmol, Eq: 1.00) and thionyl chloride (25.4 g, 15.5 ml, 214 mmol, Eq: 1.5) in toluene (141 ml) and DMF (208 mg, 221 μl, 2.85 mmol, Eq: 0.02) was stirred at 80° C. for 2 h. The hot solution was filtered through a Sartorius filter, the filtrate was evaporated and dried in HV to give the 2-(3-nitrophenyl)acetyl chloride (28.12 g, 141 mmol, 98.9% yield) as a yellow solid, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927535B2
Source datasetuspto-grants-2015_01
ORD IDord-ab7f7cfc6b84419e8f8706494544f835
Source noteuspto-grants-2015_01