Indole derivatives.

Acylation of 1-acylindoles by acetylchloride and chloroacetylchloride in the presence of aluminum chloride leads to formation of 3-acetyl- and 6-chloroacetyl-1-acylindoles, respectively.For Communication 130, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 328–330, March, 1989.     

Tetrazole derivatives.

A number of 5-tetrazolylhydrazones were synthesized and their physicochemical characteristics were studied.See [1] for communication XI.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 850–854, June, 1975.     

Azaindole derivatives.

1-Hydroxy derivatives of 2,3-disubstituted 6-azaindoles, which were converted to the corresponding 2,3-disubstituted 6-azaindoles, were obtained from the products of condensation of 3-nitro-4-chloropyridine with acetoacetic and benzoylacetic esters and acetylacetone.See [1] for communication LIII.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 492–495, April, 1978.     

Indole derivatives.

The nature of the products of reduction of nitro compounds of the indole series containing a polysulfide chain depends on the length of the latter. In mono- and disulfides only the nitro groups are reduced, and diamino monosulfides and diamino disulfides are formed. In the reduction of the dinitro trisulfide the chain is cleaved and an amino thiol is formed. The reduction of acetylthionitro compounds is accompanied by migration of the S-N bond, as a result of which an acetamido thiol is formed.     

Functional derivatives of thiophene. 17. Synthesis of thienylhydrazine derivatives

Substituted thienylhydrazones of aromatic aldehydes and cyclohexanone were obtained. It is shown that the sodium salts of the latter are readily acylated and alkylated. The hydrolysis of carbethoxythienylmethylhydrazones of benzaldehyde in alkaline media is accompanied by decarboxylation.See [1] for Communication 16.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 607–608, May, 1979.     

Tautomerism of azine derivatives. 6. Tautomerism of 2-pyrimidinylmethane derivatives

The existence of a pyrimidinyl-pyrimidinylidene tautomeric equilibrium in solutions of 2-pyrimidinylcyanoacetic acid esters in CDCl₃ was observed. Unsymmetrically substituted compounds form two types of ylidene tautomers that differ with respect to the position of the NH proton, the ratio between which is controlled by the substituents in the 4 (6) position. The introduction of both donor and acceptor substituents into the 5 position of the pyrimidine ring increases the amount of the pyrimidine form. The same thing occurs when the polarity of the solvent is decreased. The addition of DMSO or DMF to CDCl₃ leads to conversion of the intrachelate ylidene tautomers to unchelated tautomers. Protonation (CF₃COOH) shifts the equilibrium to favor the ylidene tautomer that has higher basicity.See [1] for communication 5.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 827–831, June, 1984.     

Structural studies on penicillin derivatives. X. Chlorination of azetidinone derivatives

The allylic methyl group of several azetidinone derivatives can be cleanly chlorinated by a mechanism which appears to be that of an ene-reaction.     

s-Triazine derivatives. 4. Some peculiarities of the reactions of dicarbethoxymethylenetriazine derivatives

2- (Carbethoxycyanomethylene)-4,6-dimethoxy-1,2-dihydro-s-triazine reacts with hydrochloric acid to give 2-(carbethoxycyanomethylene)-4,6-dioxohexahydro-s-triazine (I) and with boric acid to give a mixture of the first compound with 2-(carbethoxy-cyanomethylene)-4-oxo-6-methoxy-1,2,3,4-tetrahydro-s-triazine. The products of the reaction of 2,4,6-tris(dicarbethoxymethylene)hexahydro-s-triazine with aniline are 2-(dicarbanilidomethylene)-4-methyl-6-phenylamino-1,2-dihydro-s-triazine (43%), N,N-diphenylurea (18%), and malonic acid dianilide (18%). In aqueous dioxane in the presence of A1₂O₃ this compound is converted to 2,4-bis(dicarbethoxy-methylene)-6-methyl-1,2,3,4-tetrahydro-s-triazine, which reacts with liquid ammonia to give 2-(dicarbethoxymethyl)-4-amino-6-methyl-s-triazine.See [1] for Communication 3.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 684–687, May, 1981.     

Dextran derivatives I. Synthesis of O-aminoacyl derivatives of dextran

Conclusions 1. A method for the O-aminoacylation of dextran (polyglucin) has been proposed.2. The synthesis of O-aminoacyl derivatives of dextran containing residues of glycine, -aminoenanthic acid and N-acetyl-L-histidine has been effected.Khimiya Prirodnykh Soedinenii, Vol. 5, No. 5, pp. 427–432, 1969