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ChemInform Abstract: Synthesis of N-Methylmorpholinium 6-Methyl-4- (2-thienyl)-5-phenylcarbamoyl-3-cyano-1,4-dihydropyridine-2-thiolate and Its Reaction with Several Functionally Substituted Methyl Halides.

โœ Scribed by V. D. DYACHENKO; S. G. KRIVOKOLYSKO; V. P. LITVINOV

Publisher
John Wiley and Sons
Year
2010
Weight
42 KB
Volume
29
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

Synthesis of N-Methylmorpholinium 6-Methyl-4-(2-thienyl)-5phenylcarbamoyl-3-cyano-1,4-dihydropyridine-2-thiolate and Its Reaction with Several Functionally Substituted Methyl Halides.

-The three-component cyclocondensation of ฮฒ-diketone (I) with aldehyde (II) and cyanothioacetamide (III) in the presence of N-methylmorpholine proceeds smoothly to give the dihydropyridine-2-thiolate as its morpholinium salt (V). The title thiolate (V) reacts with alkyl halogenides to form the corresponding S-alkyl derivatives [e.g. (VII), (X)] which can be cyclized into thienopyridines [cf. (VIII)]. -(DYACHENKO, V.

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ChemInform Abstract: Synthesis of N-Methylmorpholinium 6-Amino-4-aryl-4-methyl-3,5-dicyano-1,4-dihydropyridine-2-thiolates under Conditions of Michael Reaction.
โœ V. D. DYACHENKO; V. P. LITVINOV ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 32 KB ๐Ÿ‘ 1 views

Synthesis of N-Methylmorpholinium 6-Amino-4-aryl-4-methyl-3,5dicyano-1,4-dihydropyridine-2-thiolates under Conditions of Michael Reaction. -Reaction of alkylidenemalononitriles (I) with cyanothioacetamide (II) affords the corresponding Michael adducts which cyclize immediately to the title 1,4-dihy