Methods of preparation of halonitroacetic acid derivatives and study of the fungicidal activity of their amides and anilides on Sclerotinia sclerotiorum

Anilides (II)-(XIII), (XV), (XVI), (XIX), and chloronitroacetamide (XVIII) were obtained in a yield of 38–90% by ammonolysis of the corresponding dichloro- (I) and chloronitroacetyl chlorides (XIV). Dichloronitroacetanilides (II), (V), ethyl (XX), propyl (XXI) esters and amide of dichloronitroacetic acid (XXII) were obtained by chlorination of anhydrous ammonium and sodium salts by sulfuryl chloride in absolute ether. Bromination of anhydrous salts of bromo- and chloronitroacetic acids proceeds readily in absolute alcohol. The yields of the bromination (XXIII)-(XXVIII)] and chlorination products were 49–99%. Results are given of tests of some of the amides and anilides obtained for the inhibition of growth and development of theSclerotinia sclerotiorum fungus.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 823–830, April, 1991.