Synthesis of Isatin Derivatives.

Abstract

Indole derivatives R 0140 Synthesis of Isatin Derivatives. -The synthesis of several N-substituted derivatives is carried out by reaction of sodium salt (I) with various mono-and dihalo compounds. -(MESROPYAN, E. G.; AMBARTSUMYAN, G. B.; AVETISYAN, A. A.; SARKISYAN, M. G.; Russ.

New isatin derivatives

“…Also derivatives of N-phenylanthranilic acid are of interest that has previously underlain the production of acridone, acrichine, rivanol yellow [62,63] The reaction of sodium isatin with 1,4-bis-(chloromethyl)benzene was investigated; at heating in benzene at the molar ratio 2:1 formed 1,4-bis-(isatinomethyl)benzene, and in DMF at the room temperature a mixture of mono-and disubstituted products was obtained. The reaction of isatin sodium salt with 2,5-bis-(chloromethyl)-p-xylene in a ratio 2:1 in DMF at the room temperature furnished in 2 days 2,5-bis(1-isatinomethyl)-p-xylene and 2-(isatinomethyl)-5-(chloromethyl)-pxylene [64].…”

“…If might serve a good initial compound for the synthesis of new isatin derivatives possessing the biological action. The reaction was carried out in DMF at the equimolar ratio of the initial components [27].…”

“…They are present in the most of terpenes, steroids, alkaloids [26]. A synthesis of N-cyclohexylisatin was described from equimolar amounts of the isatin sodium derivative and cyclohexyl bromide in DMF at room temperature [27].…”

Synthesis of 3-Allyloxy(2-hydroxypropyl)-5,5-dimethylhydantoin, 1-Allyloxy(2-hydroxypropyl)-substituted Benzotriazole and Benzimidazole, and N-allyloxy(2-hydroxypropyl)-substituted Pyrrolidone, Caprolactam, and Phthalimide

“…Opening of the ring by the action of the above-mentioned heterocycles takes place according the Krasuskii rule, i.e., the hydroxyl group is formed at the least hydrogenated carbon atom, and this is also promoted by steric factors [4,5]. The presence of the allyl group was proved by bromination of the obtained products.…”

Reaction of phenyl glycidyl ether with some heterocycles

“…It should be noted that the opening of the oxide ring by the action of the heterocycles 2a-f takes place according to the Krasuskii rule, i.e., the hydroxyl group is formed at the least hydrogenated carbon atom, which is also favored by steric factors [4,5].…”