Réaction #302892

ord-ab661d7a8bcc4d6ba081a13baa6c3320

Équation de réaction

Cc1cccc(CN)c1C
2,3-dimethylbenzylamine
S=C=NCCCl
2-chloroethylisothiocyanate
Cc1cccc(CNC2=NCCS2)c1C.Cl
title compound
Rendement 76.0%
Cc1cccc(CNC2=NCCS2)c1C.Cl
((2,3-dimethylphenyl)methyl)-1,3-thiazolin-2-ylamine hydrochloride
Rendement 76.0%

Solvants

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureto cool
  2. 2
    Autrea solid precipitate that had formed
  3. 3
    Filtrationwas collected by filtration
  4. 4
    LavageThe solid was rinsed with diethyl ether
  5. 5
    Autrewas dried under reduced pressure

Mode opératoire

Under a dry nitrogen atmosphere, a stirred mixture of 5.56 grams (0.041 mole) of 2,3-dimethylbenzylamine and 5.0 grams (0.041 mole) of 2-chloroethylisothiocyanate in 100 mL of 1,4-dioxane was heated to 80° C. where it stirred for about 18 hours. The reaction mixture was allowed to cool and a solid precipitate that had formed was collected by filtration. The solid was rinsed with diethyl ether and was dried under reduced pressure to yield 8.0 grams of the title compound. The NMR spectrum was consistent with the proposed structure.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08193118B2uspto-grants-2012_06