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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628539Generated: October 29, 2026

Dimethylformamide → 2-Chloro-5-fluoro-1,3-dinitrobenzene

https://huagongshe.com/reaction/1628539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantPhenol, 4-fluoro-2,6-dinitro-HCID 94951—
SolventTolueneHCID 1140—
Product2-Chloro-5-fluoro-1,3-dinitrobenzeneHCID 1236110356.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of N,N-dimethylformamide (2.02, 26.1 mmol) in toluene (20 mL) was added thionyl chloride (2.86 mL, 39.2 mmol) at room temperature. After 10 min, 4-fluoro-2,6-dinitrophenol (5.27 g, 26.1 mmol) was added and the mixture was stirred for 7 h at 80° C. The reaction mixture was concentrated in vacuo, and the resulting solid was washed with ethanol to give the title compound as a pale yellow solid (3.24 g, 14.7 mmol, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785460B2
Source datasetuspto-grants-2014_07
ORD IDord-3f5e73079f0c4049af4d101d7d1f0051
Source noteuspto-grants-2014_07