Synthesis and microbial toxicity of dinitrobutadienes and related compounds

Abstract

Various nitroand dinitrobutadienes have been 1,4-dibromo-and 1,4-dichloro-1,4-dinitro-l ,3-butasynthesized and their fungicidal and bactericidal diene and 2,5-dinitro-l ,3-hexadiene were the most properties determined. Of the compounds screened, active. Manyexamples of the fungicidal and bactericidal properties of nitroolefins containing aliphatic, aromatic, or heterocyclic residues have been re-

Conjugated Nitrodienes. Synthesis and Reactivity

“…When R is H or ethyl, activity is negligible. 159 1,4-Dinitro-1,3-dienes can undergo electron transfer, nucleophilic addition, or vinyl substitution, 160 with an example of this type of susbstitution shown in Scheme 63. On the other hand, dihydrothiophene 1,2-dioxides 393 reacted with N,Ndimethylaniline to yield stable molecular crystalline complexes 394, where the acceptor is the electron-deficient sulfonitrodiene heterocycle.…”

“…The maximum activity against the plant pathogens Colletotrichum lagenarium (cucumber anthracnose) and Alternaria solani (tomato early blight) has been observed for compound 392 (Figure , R = Me). When R is H or ethyl, activity is negligible …”

[3+2] Cycloadditions of 1-halo-1-nitroethenes with (Z)-C-(3,4,5-trimethoxyphenyl)-N-methyl-nitrone as regio- and stereocontrolled source of novel bioactive compounds: preliminary studies

“…3,3,3-trichloro-1-bromo-1-nitroethene 1b and (Z)-C-(3,4,5-trimethoxyphenyl)-N-methyl-nitrone 2 was synthesized according to the procedures described in the literature: 1b, 27 2. 28 For 1-chloro-1nitroethene 1a a new efficient synthetic procedure has been developed, which was a modification of a synthetic route developed in the early twentieth century.…”

Insecticidal aminothio derivatives of the pesticidal carbamate methomyl

“…Sulfenylated derivatives of methomyl are reported in the Agricultural Research Laboratories of The Upjohn Company, Kalamazoo, Michigan 49001. patent literature (Durden and Sousa, 1976;Union Carbide Corp., 1976) as showing improvements in these undesirable properties. Methomyl, an oxime carbamate, proves to be an exception.…”

“…However methomyl suffers shortcomings with regard to its mammalian toxicity, crop safety, and residual action. patent literature (Durden and Sousa, 1976;Union Carbide Corp., 1976) as showing improvements in these undesirable properties. The main thrust of this article is to report the results of our investigations of aminothio derivatives of methomyl.…”