Synthesis of 3,4,4'- and 2',3,4-Triaminodiphenyl Ethers

Procedures were developed for preparing 3,4,4'- and 2',3,4-triaminodiphenyl ethers by the reaction of 4-acetylaminophenol with, respectively, 4-nitro- or 2-nitrochlorobenzene, followed by nitration of the resulting 4-acetylamino-4'- or -2'-nitrodiphenyl ether, hydrolysis of the product, 4-acetylamino-3,4'- or -2',3-dinitrodiphenyl ether, and reduction of 4-amino-3,4'- or -2'-3-dinitrodiphenyl ether.     

Synthesis and fungicidal activity of 2-benzoylaminobenzimidazole complex compounds with copper

Special features of the formation of 2-benzoylaminobenzimidazole complexes with copper(II) chloride, sulfate, and acetate were studied. Optimal conditions of obtaining the complexes were found, and chemical compositions, some physicochemical properties, and fungicidal activity of the synthesized compounds were studied.     

Synthesis of bis(arylcarbonylamino-1H-benzimidazol-5-yl) ethers

A procedure has been developed for the synthesis of bis(arylcarbonylamino-1H-benzimidazol-5-yl) ethers by reaction of the corresponding substituted benzoyl chloride with sodium cyanamide, followed by treatment of the resulting N-cyanobenzamide with 4-(3,4-diaminophenoxy)benzene-1,2-diamine in acid medium.     

13C NMR spectra and biological activity of N-(1H-benzimidazol-2-yl)benzamides

Derivatives of 1H-benzimidazol-2-amine and halo-, nitro-, methoxy-, and hydroxy-substituted benzoic acids were synthesized, and their fungicide activity against pure Fusarium culmorum and Helminthosporium sativum cultures and pathogenic microflora of wheat and barley seeds in laboratory and field tests was studied. Some compounds were found to exhibit a strong fungicide activity.     

Synthesis of Methyl 5(6)-(4-Aminophenoxy)- and 5(6)-(2-Aminophenoxy)-2-benzimidazolyl Carbamates and Their Biological Properties

A procedure was developed for preparation of methyl 5(6)-(4-aminophenoxy)- and 5(6)-(2-aminophenoxy)-2-benzimidazolyl carbamates by reaction of 3,4,4`-triaminodiphenyl or 3,4,2`-triaminodiphenyl ethers respectively with methyl cyanocarbamate in water solution in the presence of 7-10 molar excess of acetic acid. The helminthicidal properties, embryotoxicity, and overall toxicity of compounds obtained were estimated.     

Synthesis and fungicidal activity of bis(2-arylcarbonylamino-1<Emphasis Type="Italic">H</Emphasis>-benzimidazol-5-yl) sulfones

A procedure has been developed for the synthesis of bis(2-arylcarbonylamino-1H-benzimidazol-5-yl) sulfones by reaction of the corresponding substituted benzoyl chloride with sodium cyanamide and subsequent treatment of the N-cyanobenzamide thus formed with 3,3′,4,4′-tetraaminodiphenyl sulfone in acid medium. The products were tested for fungicidal activity.     

Development of a procedure for preparing 2-nitro-4-thiocyanoaniline

A procedure was developed for preparing 2-nitro-4-thiocyanoaniline by thiocyanation of 2-nitroaniline with ammonium thiocyanate in acetic acid in the presence of bromine as oxidant.     

Reaction of 2-Nitro-4-thiocyanatoaniline with 4-Nitrochlorobenzene

A method for preparing 4-amino-3,4'-dinitrodiphenyl sulfide is developed, based on the reaction of 2-nitro-4-thiocyanatoaniline with 4-nitrochlorobenzene in aqueous-alkaline medium in the presence of a phase-transfer catalyst (PEG 400 or Katamin AB).     

Reaction of Methyl 5(6)-(4-Aminophenylthio)-2-benzimidazolylcarbamate with Carboxylic Acid Chlorides

Methyl 5(6)-(4-aminophenylthio)-2-benzimidazolylcarbamate was reacted with carboxylic acid chlorides to obtain mono- and disubstitution products. The formation of the former involves the aniline nitrogen and of the latter, both the aniline and benzimidazole nitrogens. Biological properties of the products are studied.