КАТАЛИТИЧЕСКОЕ АЦИЛИРОВАНИЕ БЕНЗАЗОЛИН-2-ОНОВ И ХИНАЗОЛИН-2,4-ДИОНОВ

Аннотация

Subjects of research: benzothiazoline-2-ones, benzoxazoline-2-ones, benzimidazoline-2-ones, quinazolin-2,4-diones. Purpose of work: systematic study of acylation reactions in the series of benzazoline-2-ones, quinazolin-2,4-diones and revealing the optimal conditions of reactions. Revealing of the factors influencing to course and direction of acylation reactions. Development of convenient, effective methods of the synthesis of benzazoline-2-one, quinazolin-2,4-dione derivatives and search among them of biologically active compounds. Methods of research: fine organic syntheses, methods of 1R, NMR ‘Н spectroscopy, mass-spectrometry, TLC, X-ray. The results obtained and their novelty: for the first time, by investigation of benzazoline-2-one, quinazolin-2,4-dione reactions with acid chlorides using of catalytic quantity of Lewis acid in without of solvent and in nitrobenzene, the synthesis of corresponding acylderivatives have been carried out. Were shown, that acylation reactions give 3-, 5- and 6-acylderivatives depend on nature of substrate and acylating agents. The relative activity of 4-substituted benzoyl chloride series and catalysts in catalytic acylation reactions of 3-benzyl-benzoxazoline-2-ones have been established. Practical value: in the results of conducted investigations were developed the way of syntheses of the 6-acylbenzazoline-2-ones, 3-benzyl-6-acylbenzoxazoline-2-ones, 6-acylquinazolin-2,4-diones. It was found, that the possibility of carrying out reaction of benzoxazoline-2-ones and 3-benzylbenzoxazoline-2-ones with acid chlorides, wich impossible in using of nitrobenzene. Among synthesized compounds are revealed the biologically active substances. Degree of embed and economical cffcctivity: among of the synthesized compounds are revealed substances, possessing plant defoliating and fungicidal activities. In future they can find their usage as pesticides. Field of application: organic chemistry, agriculture.