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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2107593Generated: October 30, 2026

Cyclopropylamine → N-cyclopropyl-2-methyl-3-(4-ethoxycarbonyl-1-piperazinyl)-4-fluoro-6-nitroaniline

https://huagongshe.com/reaction/2107593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
ReactantPotassium FluorideHCID 522689—
Reactant2-(4-Ethoxycarbonyl-1-piperazinyl)-3,6-difluoro-5-nitrotolueneHCID 15631831—
SolventDimethyl SulfoxideHCID 679—
ProductN-cyclopropyl-2-methyl-3-(4-ethoxycarbonyl-1-piperazinyl)-4-fluoro-6-nitroanilineHCID 1562252993.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 3,6-difluoro-2-(4-ethoxycarbonyl-1-piperazinyl)-5-nitrotoluene (7.1 g) are added anhydrous dimethylsulfoxide (23 ml), potassium fluoride (2.0 g) and cyclopropylamine (1.5 g), and the mixture is heated at 60° C. for 6 hours. The reaction mixture is poured into ice water, and extracted with dichloromethane. The solvent is distilled off and the residue is recrystallized from ethanol to give N-cyclopropyl-2-methyl-3-(4-ethoxycarbonyl-1-piperazinyl)-4-fluoro-6-nitroaniline (7.4 g), as orange red prisms, m.p. 97°-98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04935420
Source datasetuspto-grants-1990_06
ORD IDord-47ce282d9624484696cfda33daeda7d9
Source noteuspto-grants-1990_06