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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1660488Generated: October 30, 2026

N,N-Bis(2-chloroethyl)-2-methoxyaniline → 1,2,3,4-Tetrahydro-6-hydroxy-2-[4-(2-methoxyphenyl)-1-piperazinyl]-naphthalene

https://huagongshe.com/reaction/1660488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-Bis(2-chloroethyl)-2-methoxyanilineHCID 227137—
Reactant6-Amino-5,6,7,8-tetrahydronaphthalen-2-olHCID 13177879—
SolventEthanolHCID 702—
Product1,2,3,4-Tetrahydro-6-hydroxy-2-[4-(2-methoxyphenyl)-1-piperazinyl]-naphthaleneHCID 20556814—

Reaction Steps

2.48 g of N,N-Di(2-chloroethyl)-2-methoxyaniline are dissolved together with 1.63 g of 2-amino-1,2,3,4-tetrahydro-6-hydroxynaphthalene in 100 ml of ethanol and finally refluxed for 20 hours. The solvent is evaporated off and the residue recrystallized from methanol/ether to yield the title compound. M.P. 282°-286° [Hydrochloride salt form].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04308266
Source datasetuspto-grants-1981_12
ORD IDord-cae9cf9f7e7c4e7684699a47f1e0a275
Source noteuspto-grants-1981_12