Collect. Czech. Chem. Commun. 1990, 55, 2707-2714
doi:10.1135/cccc19902707

Synthesis of compounds related to 2,6-dialkylphenylhydrazines

Alžbeta Krutošíkováa, Miloslava Dandárováa and Václav Konečnýb

a Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava
b Research Institute of Chemical Technology, 831 06 Bratislava

Abstract

2,6-Dialkylphenylhydrazines were the starting materials for the synthesis of 2,3-dichloro- and 2,3-dibromo-4-(2',6'-dialkylphenylhydrazino)butenoic acids Ia-If and 3-(2',6'-dialkylphenylhydrazinocarbonyl)propionic acids IIIa-IIIc. Compounds IIIa-IIIc cyclized to give 2-(2,6-dialkylphenyl)-2,3-dihydropyridazine-3,6-diones Va-Vc. Chloro-, bromo- and dichloromaleic anhydride reacted with the starting hydrazines to furnish N-(2',6'-dialkylphenylamino)maleimides IVa-IVi. N-((2,2,2-Trichloro-1-formylamino)ethyl)-2,6-dialkylphenylhydrazines VIa-VIc, obtained from the starting hydrazines and N-(1,2,2,2-tetrachloroethyl)formamide together with other products were tested as pesticides.