Synthesis and liquid-crystalline properties of pyrans

4-Alkoxy-N-{4-[5,6-dihydro-2H-pyran-4-yl)methyloxy]phenylcarbomoylmethyloxybenzylidene}anilines are synthesized. They exhibit properties of smectic and nematic liquid crystals.Bashkir State University, Ufa 450074. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 896–897, July, 1994. Original article submitted May 23, 1994.     

Synthesis of some new arylindoles

New indole derivatives — 2-ethoxycarbonyl-5(p-acetylphenyl)indole andpara-substituted 2-diphenylindoles —key compounds for synthesis of new bisindoles, were synthesized from 4-acetyl-4-nitrodiphenyl.I. Dzhavakhishvili Tbilisi State University, Tbilisi 380028. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1351–1354, October, 1994. Original article submitted September 15, 1994.     

Stereochemistry of hydrocyanation of 3-hydroxy-4-alkyliminopiperidines

We have studied the stereochemistry of hydrocyannation of 3-hydroxy-4-alkyliminopiperidines. We have developed preparative synthesis methods for stereoisomeric 4-alkylamino-3e-hydroxyl-1, 3a-dimethyl-6e-(4-chlorophenyl)piperidines.Belorussian State University, Minsk 20080. Translated from Khimiya Geterotsiklicheskikh Soedinerii, No.9, pp. 1219–1221, September, 1994. Original article Submitted August 13, 1994.     

Amidoalkylation of mono- and dimercapto-pyrimidines

Reaction of 2- and 4-mercapto- and 2,4-dimercaptopyrimidines with N-(1-chloroalkyl)amides of carboxylic acids and N-acylimines forms only the S-substituted products.Institute of Bioorganic Chemistry and Petroleum Chemistry, Ukraine Academy of Sciences, Kiev 253660. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1234–1238, September, 1994. Original article submitted August 4, 1994.     

Intramolecular cyclization of hydrazides of (2-alkylthio-3,4-dihydro-6-methyl-4-oxo-3-pyrimidml)acetic acids to 1,2,3,4-tetrahydropyrimido[2,1-c]-1,2,4-triazine-3,6-diones

A method has been developed for the synthesis of 1,2,3,4-tetrahydropyrimido[2, 1-c]-1,2,4-triazine-3,6-diones by intramolecullar cyclization of hydrazides of (2-alkylthio-3,4-dihydro-6-methyl-4-oxo-3-pyrimidinyl)acetic acids in benzylamine.Vilnius University, Vilnius 2734. Translated Born Khimiya Geterotsiklicheskikh Soedinenii, No, 7, pp. 967–970, July, 1994. Original article submitted April 4, 1994.     

Investigation of the stereodirection of the Ritter reaction. Crystaline and molecular structures of N-(2-phenethyl)-2,5-dimethyl-4-phenylpiperid-4-ol and N-(2-phenethyl)-2,5-dimethyl-4-phenyl-4-acetamidopiperidine

The stereodirection of the Ritter reaction of N-(2-phenethyl)-2,5-dimethyl-4-phenylpiperid-4-ol to the corresponding amide has been studied. X-ray analysis has shown that the reaction occurs with retention of the configuration about atom C₄ of the piperidine ring.A. L. Mndzhoyan Institute of Fine Organic Chemistry, Armenian Academy of Sciences, Yerevan 375014. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1384–1390, October 1994. Original article submitted September 28, 1994.     

Reaction of β-diiodotetraphosphorus trisulfide with dialkyldisulfides

Translated fromIzyestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 764–767, April, 1994.     

Research in the imidazole series. 95. synthesis of derivatives of imidazo[1,5-a]imidazole

The interaction of 1-acylinethyl-2-methyl-4-nitro-5-bromoimidazoles with ammonia or primary amines, followed by cyclization of the 1-acylmethyl-2-methyl-4-nitro-S-alkyl(aryl)aminoimidazoles in a medium of lower organic acids, leads to the formation of derivatives of imidazo(1,5-ajimidazole.Center for the Chemistry of Medicinal Substances, All-Russian Scientific-Research Chemical-Pharmaceutical Institute, Moscow 119815. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4. pp. 490–494. April, 1994. Original article submitted January 21, 1994.     

Synthesis and steric structure of 1,3(1,5)-dimethyl-2-phenyl-and -2,4-diphenyl-4-piperidols

1,3(1,5)-dimethyl-2-phenyl- and -2,4-diphenyl-4 piperidols were respectively obtained with the reaction of 1,3-and 1,5-dimethyl-2 phenyl-4-piperidoraes with sodium borohydride and phenyllithium. The steric isomers of the compounds obtained were separated and identified by spectral methods.Moscow State Academy of Precision Chemical Technology, Moscow 117571. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 941–945, July, 1994. Original submitted July 11, 1994.     

Synthesis of N-tetrahydropyranyl-S-methylmethioninesulfonium salts

D,L-Methionine reacts in alkaline medium with 4-methyl-3,4-epoxytetrahydropyran via the amino group to form, in accordance with the Krasusskii rule, an oxirane ring opening product, namely N-(4-hydroxy-4-methyl-3-tetrahydropyranyl)-D,L-methionine. N-(4-Hydroxy-4-methyl-3-tetrahydropyranyl)-S-methylmethioninesulfonium salts are synthesized in high yields by methylating the latter then treating it with organic or inorganic acids.Bashkir State University, Ufa. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 597–600, May, 1994. Original article submitted February 10, 1994.     

Alkylation of 2-, 4-, and 8-trialkylsiloxyquinolines by methyl iodide

Trimethyl- and triethylsilyl ethers of 2-, 4-, and 8-hydroxyquinolines have been prepared. The alkylation of these siloxyquinolines by methyl iodide has been studied. In the case of 4-trimethylsiloxyquinoldine, it has been established that both N- and O-alkylation products are formed.Latvian Institute of Organic Chemistry, Riga LV-1006. Translated from Khimiya Geteortsiklicheskikh Soedinenii, No. 9, pp. 1225–1231, September, 1994. Original article submitted September 28, 1994.     

Investigation of the stereodirection of the Ritter reaction. Crystalline and molecular structure of N-(2-phenethyl)-4-methylpiperid-4-ol and N-(2-phenethyl)-4-methyl-4-acetamido-piperidine

The stereodirection of the Ritter reaction of N-(2-phenethyl)-4-methylpiperid-4-ol to the corresponding amide has been studied. X-ray analysis has shown that the reaction occurs with retention of the configuration about atom C₄ of the piperidine ring. Attempts are made to explain the stereodirection of the direction.A. L. Mndzhoyan Institute of Fine Organic Chemistry, Armenian Academy of Sciences, Yerevan 375014. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1391–1396, October, 1994. Original article submitted September 28, 1994.     

Synthesis of 5,7-dihydro-6h-indolo[2,3-c]quinolin6-ones

A new synthesis of derivatives of 5, 7-dihydro-6H-indolo[2,3-clquinolin-6-one was accomplished by the reaction of 1-methyl-3-formyloxindole with phenylhydrazines.K. A. Timiryazev Moscow Agricultural Academy, Moscow 127550. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 495–498, April, 1994 Original article submitted January 10, 1994.     

Orientation of molecules in enzyme reactions

It is suggested that a mutual orientation effect exists for molecules in enzyme reactions.Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 30, No. 4, pp. 236–237, July–August, 1994.     

Mass spectra of 4-substituted 2-phenylpiperidines

The major transformations in the mass spectral decomposition of 4-substituted 2-phenylpiperidines follow a similar pattern and primarily involve cleavage of the piperidine ring and loss of alkene molecules containing functional groups.Permskii Pharmaceutical Institute, Perm 614000. Translated from Khimiya Geterosiklicheskikh Soedinenii, No. 5, pp. 634–640, May, 1994. Original article submitted April 15, 1994.     

Synthesis of 2-mercaptoimidazoles and pyrroles of the adamantane series

2-Mercaptoimidazole derivatives were prepared by the reaction of N-R-(adamantanoyl-l-methyl)amines with potassium thiocyanate. An attempt to synthesize pyrroles from the same amines with the Knorr reaction did not produce the anticipated results.Samara State Technical University, Samara 443010. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 621–623, May, 1994. Original article submitted February 4, 1994.     

4-dialkyldithiocarbamoyl-5-nitropyrimidines. Synthesis,structure, properties

The reaction of 4-chloro-5-nitropyrimidines with sodium dialkyldithiocarbamates gives the corresponding 4-dialkyldithiocarbamoyl derivatives. On heating these derivatives the nitro group is displaced and disulfides are formed at position 5 of the pyrimidine ring. Transformation to 1,3-dithiolo[4,5-d]pyrimidines has been demonstrated.Center for Drug Chemistry, All-Russian Scientific Research Institute for Pharmaceutical Chemistry, Moscow 119815. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1420–1423, October 1994. Original article submitted September 6, 1994.     

New method for synthesis of 3-pyrrolin-2-one derivatives

We propose a method for synthesis of derivatives of pyrrolinone by reaction of the methyl ester of 3-substituted 2-oxo-3-pentonoic acid with primary amines or acetylhydrazine.Institute of Organic Chemistry, National Academy of Sciences of the Armenian Republic, Yerevan 375094. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1345–1350, October, 1994. Original article submitted July 4, 1994.     

Reactions of 4-ethoxycarbonylbenzo-[c]pyrylium with ammonia and primary amines

We have studied the reactions of 4-ethoxycarbonylbenzo[c]pyrylium perchlorates with ammonia and primary amines. We have obtained previously unknown derivatives of isoquinoline and 1-naphthylamine.Institute of Physical Organic Chemistry and Coal Chemistry, National Academy of Sciences of Ukraine, Donetsk 340114. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1222–1224, September, 1994. Original article submitted September 5, 1994.     

Quenching of singlet oxygen by electron donating derivatives of 1,4-dihydropyridine

It is shown that a series of derivatives of 1, 4-dihydropyridine are capable of efficiently quenching singlet oxygen by a mixed quenching mechanism.Latvian Institute of Organic Synthesis, Riga LV-1006. Institute of Physics, Academy of Sciences of Belarus, Minsk 220602. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 641–643, May, 1994. Original article submitted May 30, 1994.