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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622392Generated: October 26, 2026

Tetrahydrofuran → 4-(3-Chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-1-piperazinecarboxylic acid, 2-methylpropyl ester

https://huagongshe.com/reaction/622392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantButyl chloroformateHCID 61140—
Reactant1,4-Naphthalenedione, 2-chloro-3-(1-piperazinyl)-HCID 699794—
Product4-(3-Chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-1-piperazinecarboxylic acid, 2-methylpropyl esterHCID 13934766—

Reaction Steps

A solution of 830 mg of 3-chloro-2-piperazinyl 1,4-naphthoquinone in 50 ml of tetrahydrofuran was added dropwise to a solution of 0.39 ml of butyl chloroformate in 10 ml of tetrahydrofuran. This mixture was stirred for 20 minutes, then filtered and the filtrate concentrated to an oil. The oil was crystallized from ether/hexane, giving 360 mg of the desired product, mp 92-94°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04771061
Source datasetuspto-grants-1988_09
ORD IDord-787442818321466eb57083b50903aa55
Source noteuspto-grants-1988_09