Chloro-, bromo-and thiocyanatoarylation of amides and nitriles of acrylic and methacrylic acids with bisdiazonium salts based on m-and p-phenylenediamines have been studied. 3,3'-[1,4(3)-phenylene]bis[2halopropanamides(nitriles)] and 2-thiocyanato-(2-methyl)-3-[4(3)-thiocyanatophenyl]propinamides have been obtained as bishaloarylation and monothiocyanatoarylation products, respectively.
thiocyanato)benzoic acids have been obtained via copper catalytic anionarylation of acrylic and methacrylic acids amides and nitriles. Their antimicrobial activity has been examined.
Reactions of 5-carboxy and 4-methylphenylene-1,3-bisdiazonium tetrafluoroborates with amides and nitriles of acrylic and methacrylic acids in the presence of chloride, bromide, and thiocyanate anions proceed as anionarylation at one of the diazo groups and nucleophilic substitution at another one. With 4-methylphenylene-1,3-bisdiazonium tetrafluoroborate as the arylating agent, the anionarylation and the Sandmeyer reaction occur involving para-and ortho-positioned diazo groups, respectively.
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