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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095396Generated: October 30, 2026

2-Chloro-3-nitrotoluene → HCID 57436052, compound

https://huagongshe.com/reaction/1095396

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-3-nitrotolueneHCID 77591—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2-(Methylthio)ethyl)amineHCID 87697—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57436052HCID 57436052157.4%

Reaction Conditions

Temperature220 °C

Reaction Steps

A mixture of 2-chloro-3-nitrotoluene (1.3 g, 7.3 mmol), 2-(methylthio)ethylamine (1.4 mL, 15 mmol) and N,N-diisopropylethylamine (5.0 mL, 29 mmol) in 1-methyl-2-pyrrolidinone (3.7 mL) was heated to 220° C. by microwave for 1 h. The mixture was diluted with ethyl acetate (0.10 L) and washed with water (50 mL×2), brine (50 mL), dried over sodium sulfate, filtered and concentrated to give a crude material. The another batch starting from 1.3 g of 2-chloro-3-nitrotoluene was combined to this crude material and the combined crude products were purified by column chromatography on silica gel eluting with hexane/ethyl acetate (3/1) to afford 2.6 g (77%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138177B2
Source datasetuspto-grants-2012_03
ORD IDord-6ed841d773a94560b61200e5cf266f5b
Source noteuspto-grants-2012_03