Reaktion #4288

ord-e9ac2303bc5d496eaac98b7e1bc15dcc

Reaktionsgleichung

CS(=O)(=O)OCCSc1ccc(Cl)c(Cl)c1
methanesulfonic acid[2-[(3,4-dichlorophenyl)thio]ethyl]ester
CC(C)N
isopropylamine
CC(C)NCCSc1ccc(Cl)c(Cl)c1.Cl
title compound
CC(C)NCCSc1ccc(Cl)c(Cl)c1.Cl
N-[2-[(3,4-Dichlorophenyl)thio]ethyl]-2-propanamine, hydrochloride

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe isopropylamine was removed in a rotary evaporator
  2. 2
    Sonstigethe residue partitioned between chloroform and 5% sodium hydroxide
  3. 3
    SonstigeThe chloroform was removed by rotary evaporator
  4. 4
    Sonstigeto give an oil

Vorschrift

A solution of 151.46 g (0.548 mole) of methanesulfonic acid[2-[(3,4-dichlorophenyl)thio]ethyl]ester in 100 ml of isopropylamine was heated overnight in a bomb at 100° C. The isopropylamine was removed in a rotary evaporator and the residue partitioned between chloroform and 5% sodium hydroxide. The chloroform was removed by rotary evaporator to give an oil, the free base of the title compound. The oil was dissolved in methanol and converted to the hydrochloride salt with ethereal hydrogen chloride. Recrystallization of the salt from methanol-diethyl ether gave 101.53 g (61.6%) of white crystalline product, m.p. 132°-133.5° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04724235uspto-grants-1988_02