ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Derivatives of Halogenated Aldehydes. XIV. Reactions of 1,2,2,2-Tetrachloroethyl Isocyanate1,2,2,2-Tetrachloroethyl isocyanate 2 reacts with alcohols or phenols to form the N-tetrachloroethyl-O-alkyl(aryl) urethanes 3-6. With thioalcohols and thiophenols the corresponding thiourethanes 11-12 are obtained. In these compounds the chlorine in position 1 can be substituted by treatment with a nucleophilic compound in the presence of a base by way of an elimination addition mechanism. In these reactions the compounds 7-10 and 13-14 are formed. Amines attack 2 at both active centres to give the substituted ureas 15-18. Diphenyl amine, some carboxylic acid amides and benzazoles, however, react only with the isocyanate group to form the compounds 19-25. Reactions of 2-amino-benzazoles, 2-amino-pyridine and amidines with 2 yield the heterocyclic compounds 26-31.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19783200416
