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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258700Generated: October 31, 2026

Methylamine → 2-Chloro-4-(methylamino)-5-nitrobenzonitrile

https://huagongshe.com/reaction/1258700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant2-Chloro-4-fluoro-5-nitrobenzonitrileHCID 10726731—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-4-(methylamino)-5-nitrobenzonitrileHCID 67957627—

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of MeNH2 in THF (14.9 mL, 2 M, 29.8 mmol) was added dropwise to a solution of 2-chloro-4-fluoro-5-nitrobenzonitrile (3.0 g, 15 mmol) in THF (100 mL) at −20° C. The mixture was stirred at −20° C. for 1 h and thereafter concentrated, washed with brine and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The resulting residue was washed with PE to give the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-f1119eec4ec94833850b30c3926a1f5a
Source noteuspto-grants-2013_06