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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085277Generated: October 26, 2026

2-Chloro-5-nitrobenzonitrile → 1,3-dimethyl-6-{4-[3-(2-cyano-4-nitroanilino)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1085277

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-nitrobenzonitrileHCID 85504—
ReactantHCID 20061072HCID 20061072—
SolventDimethylformamideHCID 6228—
Product1,3-dimethyl-6-{4-[3-(2-cyano-4-nitroanilino)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedioneHCID 20061196154.3%

Reaction Steps

0.3 g of Compound 158 obtained beforehand, 0.3 g of 2-chloro-5-nitrobenzonitrile and 0.31 ml of trtiethylamine were stirred at 80° C. for 1 hour in 5 ml of dimethylformamide. The reaction mixture was concentrated under reduced pressure and the residue was purified by chromatography on a silica gel column (eluent: chloroform/methanol=40/1, by volume), thereby obtaining 0.4 g of 1,3-dimethyl-6-{4-[3-(2-cyano-4-nitroanilino)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05008267
Source datasetuspto-grants-1991_04
ORD IDord-df36c8d6c9f04c058a8b35314c43a1ef
Source noteuspto-grants-1991_04