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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817914Generated: November 3, 2026

Water → HCID 64592025, compound

https://huagongshe.com/reaction/1817914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPivaloyl chlorideHCID 62493—
Reactant5-Chloro-2-nitroanilineHCID 74218—
ReactantDiisopropylethylamineHCID 81531—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 64592025HCID 6459202534.5%

Reaction Steps

A mixture of 2-nitro-5-chloroaniline (Tokyo Kasei Kogyo Co., Ltd., 3 g, 17.4 mmol), pivaloyl chloride (2.1 mL, 17.4 mmol) and N,N-diisopropylethylamine (3.1 mL, 17.4 mmol) in dichloromethane (80 mL) was stirred at room temperature for 20 h. 4-Dimethylaminopyridine (531 mg, 4.4 mmol) was added and the stirring was continued for 3 days. The mixture was poured into water (30 mL) and the mixture was extracted with dichloromethane (30 mL). After removal of solvent, the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:20 as eluent) to afford the title compound (1.54 g, 34%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598393B2
Source datasetuspto-grants-2009_10
ORD IDord-3bf4dd5e1567411abfb3f112dec55148
Source noteuspto-grants-2009_10