Synthesis of 2‐chloro‐2‐imidazoline and its reactivity with aromatic amines, phenols, and thiophenols

Abstract

2‐Chloro‐2‐imidazoline has been synthesized by the reaction of ethylene‐thiourea with chlorine in aqueous solution at 50°. The compound was reacted with aromatic amines, phenols, and thiophenols.

Synthesis, Molecular Structure and Reactivity of 5-Methylidene-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolines

“…Mass spectra were recorded on a Finnigan MAT 95 spectrometer at 70 eV. The starting 2-chloro-4,5-dihydroimidazole (1) and N-oxides N-(3-or 4-R 3 -benzylidene)aniline (5-9) were prepared according to procedures described previously [24,25].…”

First Stable O‐Amidinylhydroxylamines and Their Transformations into Sulfenamides by Intramolecular 1,5‐O→S Amine Migration

“…All reagents were used directly as obtained commercially. 2-Chloro-4,5-dihydroimidazole [22] (1) and the 1-(hydroxyamino)cyclohexanecarbonitriles [23,24] 2Ϫ4 were prepared according to previously described procedures.…”

Efficient Synthesis of 2‐Arylamino‐2‐imidazolines and 2‐Ami‐ nobenzimidazoles with Aminoiminomethanesulfonic Acid Derivatives

“…7 There had also been reports in which a 2-chloro-2-imidazoline is coupled with an amine. 8 Also, Mundla et al 9 have reported the synthesis of 2-arylamino-2-imidazolines by reacting an aromatic amine with N-acylated-2-methylthio-2-imidazoline. 10 Another methods for preparation of 2-arylamino-2-imidazolines are reaction of ethylenediamine with carbodiimide, 11 methyl N-arylthiocarbamate, and dimethyl N-aryldithiocarbonimidate.…”