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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280260Generated: October 27, 2026

N,N-Dimethylaniline → 1,6-dichloro-7-methoxy-4-nitro-9(10H)-acridinone

https://huagongshe.com/reaction/280260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-Chloro-2-[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acidHCID 13588347—
Solvent1,2-DichloroethaneHCID 11—
Product1,6-dichloro-7-methoxy-4-nitro-9(10H)-acridinoneHCID 13588331—

Reaction Steps

A mixture of 17 g of 6-chloro-2-[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acid, 35 ml of phosphorus oxychloride, 1 ml of N,N-dimethylaniline and 150 ml 1,2-dichloroethane was heated under reflux for 45 minutes. The resulting solid was collected by filtration from the hot reaction mixture and was washed with chloroform to provide 1,6-dichloro-7-methoxy-4-nitro-9(10H)-acridinone, mp 284°-285° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04588730
Source datasetuspto-grants-1986_05
ORD IDord-6deb89f2f8274ae29ed35081d8032961
Source noteuspto-grants-1986_05