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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33108Generated: October 29, 2026

Tetrahydrofuran → 2-(2-Chloro-1-chloromethyl-ethoxy)-6-(naphthalene-1-sulfonylmethyl)-phenylamine

https://huagongshe.com/reaction/33108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-[3-(2-Chloro-1-chloromethyl-ethoxy)-2-nitro-phenylmethanesulfonyl]-naphthaleneHCID 59796438—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2-(2-Chloro-1-chloromethyl-ethoxy)-6-(naphthalene-1-sulfonylmethyl)-phenylamineHCID 59796439—

Reaction Steps

A mixture of 1-[3-(2-chloro-1-chloromethyl-ethoxy)-2-nitro-phenylmethanesulfonyl]-naphthalene (3) (2.4 g, 5.3 mmoles) and 10% Pd/C in a 1:1 mixture of THF and methanol was hydrogenated on a Parr hydrogenator at 40 lb/in2 for 20 hours. The mixture was filtered through Celite. The filtrate was diluted with EtOAc, washed with water, dried over Na2SO4, and concentrated under vacuum to afford the title compound as an off white solid (2.02 g, 4.77 mmoles), identified by HNMR analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429582B2
Source datasetuspto-grants-2008_09
ORD IDord-b07f7d877af1452ca4c32d8926e06992
Source noteuspto-grants-2008_09