NDLI: Synthesis and investigation of the stability of esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-and-4,4′-bipyridine-3′-carboxylic acids 1. Esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-bipyridine-3′-carboxylic acids

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Synthesis and investigation of the stability of esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-and-4,4′-bipyridine-3′-carboxylic acids 1. Esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-bipyridine-3′-carboxylic acids

4-Hydroxy-2-quinolones. 111. Simple synthesis of 1-substituted 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acids

4-Hydroxy-2-quinolones. 112. Reaction of 2-ethoxycarbonylmethyl-4H-3,1-benzoxazin-4-one with active methylene compounds

Synthesis of substituted pyrrolo[3,2-f]-quinolines from 5-aminoindoles and diethyl oxaloacetate

Stereoselective synthesis of new spiro-fused heterocyclic systems, 2,3,4,4a,5.6-hexahydro-6H-spiro[benzo[c]quinolizine-5,4′-pyrazol]-5′-ones

Heterocyclic analogs of 5,12-naphthacenequinone. 5. Synthesis of 2,3-diamino-1,4-dimethoxyanthraquinone and its heterocyclic derivatives

Photo-and thermochromic spiranes 26. Comparative study of the structure of benzoxazinone series spiropyrans using X-ray analysis

The reaction of N-R-2-cyanothioacetamides with ethyl[(aryl)hydrazono]chloroacetates

Features of the reaction of unsymmetrical 2-mercapto-imidazoles with aromatic and aliphatic ketones

Synthesis and X-ray structural investigation of zinc 2-methyl-8-selanylquinolinate. Comparative crystallographic analysis of the zinc 8-sulfanyl-, 8-selanyl-, and 2-methyl-8-selanylquinolinate molecules

Novel unsymmetrical photochromic 2,3-dihydro-4-oxonaphtho[2,1-e][1,3]-oxazine bispiropyran

The question of the cyclization of 3-{(2-carboxyethyl)-3-[bis(2-carboxyethyl)amino]anilino}propanoic acid

Regioselective reaction of 2-amino-3-aroyl-1-cyanoindolizines with formamide

Formation of an isoxazole ring from phenylacetic acid amidoximes

Chemistry of Heterocyclic Compounds : Volume 42

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Chemistry of Heterocyclic Compounds : Volume 35

Chemistry of Heterocyclic Compounds : Volume 34

Chemistry of Heterocyclic Compounds : Volume 33

Synthesis and investigation of the stability of esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-and-4,4′-bipyridine-3′-carboxylic acids 1. Esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-bipyridine-3′-carboxylic acids

Content Provider	Springer Nature Link
Author	Kažoka, H. Krauze, A. Viļums, M. Červa, L. Sīle, L. Duburs, G.
Copyright Year	2007
Abstract	Esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-bipyridine-3′-carboxylic acids are obtained by the alkylation of piperidinium 3′-alkoxycarbonyl-5′-cyano-1′,4′-dihydro-3,4′-bipyridine-6′-thiolates with iodoacetamide. For an HPLC study of the stability of solutions of the abovementioned 1,4-dihydrobipyridines (solution pH 2.3–9.0) the appropriate esters of 6′-carbamoylmethylthio-5′-cyano-3,4′-bipyridine-3′-carboxylic acids and esters of 8-cyano-5-methyl(or phenyl)-3-oxo-7-pyridin-3-yl-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-6-carboxylic acids were synthesized as reference compounds. Analysis by HPLC was carried out under conditions of reverse-phase chromatography. It was shown that solutions of the investigated compounds in a mixture of acetonitrile and phosphate buffer (pH 3.0–5.0) were stable for 1 month on storage protected from light. Under the action of light in all the solutions investigated irrespective of pH the formation occurs of the corresponding esters of 6′-carbamoylmethylthio-5′-cyano-3,4′-bipyridine-3′-carboxylic acids. The presence of esters of 8-cyano-5-methyl(or phenyl)-3-oxo-7-pyridin-3-yl-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-6-carboxylic acids (no more than 4%) was detected only in 0.1% solutions of phosphoric acid (pH 2.3) under conditions of storage of the latter protected from light. A series of as yet unidentified products was detected in solutions of pH 7.0–9.0.
Starting Page	50
Ending Page	57
Page Count	8
File Format	PDF
ISSN	00093122
Journal	Chemistry of Heterocyclic Compounds
Volume Number	43
Issue Number	1
e-ISSN	15738353
Language	English
Publisher	Kluwer Academic Publishers-Consultants Bureau
Publisher Date	2007-01-01
Publisher Place	New York
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	3,4′-bipyridines 2,3-dihydro-7H-thiazolo[3,2-a]piperidines HPLC Organic Chemistry Pharmacy
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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Hydrolysis of 7,7-Substituted Derivatives of 3-tert-Butyl-3,4-dihydro-2H-thiazolo-[3,2-a][1,3,5]triazin-6(7H)-one

A new regioselective synthesis of 2-methoxymethyl-3-oxo-2,3-di-hydro-7H-thiazolo[3,2-a]pyridine-8-carboxylic acid methylamide

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Synthesis of 7-alkyl-4-amino-7H-pyrrolo-[2,3-d]pyrimidine-6-carboxylic acids

Synthesis of methyl esters of 5-amino-4-(substituted amino)-2-methylthio-7H-pyrrolo[2,3d]-pyrimidine-6-carboxylic acids

Synthesis and investigation of the stability of esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-and-4,4′-bipyridine-3′-carboxylic acids 1. Esters of 6′-carbamoylmethylthio-5′-cyano-1′,4′-dihydro-3,4′-bipyridine-3′-carboxylic acids

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