Search

By the action of hydroxylamine-O-sulfonic acid in an alkaline medium on 1,3-dimethyl- and 1,3-dimethyl-7-bromopyrrolo[3,2-d]pyrimidine-2,4-diones, their 5-amino derivatives have been obtained. It has been shown that the oxidation of these derivatives leads to the formation of the corresponding tetrazenes and products of deamination, the ratio of which is determined by the type of oxidizing agent and by the reaction conditions. I-Aminoindole behaves analogously.

Organolithium and organosodium compounds of 1,2-dimethyl-, 1-methyl-2-ethyl-, 1-methyl-2-propyl-, and 1-phenyl-2-methylbenzimidazole, containing the metal in the alkyl group at position C(2), were obtained by metallation. It was found that metallation can be complicated by the addition of the metalling reagent at the C=N bond of the heterocycle. It was shown that the obtained organometallic compounds can be used for the synthesis of various derivatives of benzimidazole.

The reactions of halogenation, aminomethylation, acylation, and azo coupling in 1,3-dimethylpyrrolo[3,2-d]pyrimidine-2,4 dione proced at position 7, whereas nitration in acetic acid is directed primarily to position 6. In a num of cases, products of substitution of both hydrogen atoms in the pyrrole ring have been synthesized.

The hydrochlorides of the corresponding 2-benzimidazolylmethylhydroxamoyl chlorides were synthesized by the chlorination of 1-methyl-2-formylbenzimidazole oxime and its 5-methyl and 5-nitro derivatives, and 2-benzimidazolylmethylnitrolic acids were obtained by nitration of the oximes. The products of these transformations react with acetylacetone and benzoylacetone in the presence of bases to give 1',5'-substituted 3-[2-benzimidazolyl]-4-acyl-5-methylisoxazoles.

The reaction of 2-aminomethyl- and 2-aminomethyl-1-methylbenzimidazoles with nitrous acid was investigated. The reaction proceeds with nitrogen evolution with excess hydrochloric or hydrobromic acids to form 2-chloro- and 2-bromomethylbenzimidazoles, while 2-benzimidazolylmethylnitrolic acids and other products are obtained with excess nitrous acid.

It was shown by IR spectroscopy that 2-benzazolonitrile oxides, which are formed by the action of triethylamine on 2-benzazolylmethylhydroxamoyl chlorides, are extremely labile; the presence and nature of a substituent near the fulmide group and the basicity of the heterocyclic fragment of the molecule have a great effect on their stabilities.

formation of hydrazides or recyclization products, i.e.pyridopyrimidine derivatives, depending on the reaction conditions and hydrazine derivative employed

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

For Abstract see ChemInform Abstract in Full Text.

For Abstract see ChemInform Abstract in Full Text.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Reaction of the 2‐alkylbenzimidazoles (I) with the lithium or sodium compounds (II) gives the α‐metallated derivatives (III).

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.