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Heterocyclic compound containing a five-membered sulfur ring fused to a six-membered pyran ring

102423-74-5

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102423-74-5 Usage

Chemical compound

4H-Thiopyran-3,5-dicarbonitrile, 2,6-diamino-4-(4-methoxyphenyl)-

Class

Thiopyrans

Functional groups present

Two cyano groups, two amino groups, and a methoxyphenyl group

Applications

Used in organic synthesis and medicinal chemistry as a building block for the synthesis of biologically active compounds

Potential applications

Development of pharmaceuticals and agrochemicals due to diverse reactivity and structural features

Check Digit Verification of cas no

The CAS Registry Mumber 102423-74-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,4,2 and 3 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 102423-74:
(8*1)+(7*0)+(6*2)+(5*4)+(4*2)+(3*3)+(2*7)+(1*4)=75
75 % 10 = 5
So 102423-74-5 is a valid CAS Registry Number.

102423-74-5Relevant academic research and scientific papers

Multicomponent Synthesis of 4-Alkyl(Aryl, Hetaryl)-2-alkoxycarbonyl(aroyl, carbamoyl)- 3,6-diamino-5-cyanothieno[2,3-b]pyridines

Dyachenko,Dyachenko,Dorovatovskii,Khrustalev,Nenajdenko

, p. 1435 - 1445 (2019/01/04)

The condensation of malononitrile with hydrogen sulfide and aldehydes in the presence of triethylamine in ethanol at room temperature afforded 4-alkyl(aryl, hetaryl)-2,6-diamino-3,5-dicyano-4H-thiopyrans. Treatment of the latter in situ with alkali in DMF, followed by addition of an alkylating agent, led to the formation of 4-alkyl(aryl, hetaryl)-2-alkoxycarbonyl(aroyl, carbamoyl)-3,6-diamino-5-cyanothieno[2,3-b]- pyridines.

Bis(4-pyridylamino)triazine-stabilized magnetite nanoparticles: preparation, characterization and application as a retrievable catalyst for the green synthesis of 4H-pyran, 4H-thiopyran and 1,4-dihydropyridine derivatives

Bodaghifard,Mobinikhaledi,Asadbegi

, (2017/02/05)

Synthesis of bis(4-pyridylamino)triazine stabilized on silica-coated nano-Fe3O4 particles, and their feasibility as a reusable heterogeneous basic catalyst are reported. The catalytic performance of this novel material was studied fo

ACETYL-COA CARBOXYLASE MODULATORS

-

Paragraph 00266-00270, (2015/01/09)

Provided herein are compounds that exhibit activity as acetyl-CoA carboxylase modulators (e.g., inhibitors) and are useful, for example, in methods for the control of fungal pathogens in plants.

CYCLIZATION OF NITRILES. XXXIII. SYNTHESIS AND STRUCTURE OF 4-ARYL-2,6-DIAMINO-3,5-DICYANOTHIOPYRANS AND THEIR RECYCLIZATION TO 6-AMINO-4-ARYL-3,5-DICYANO-2(1H)-PYRIDINETHIONES

Sharanin, Yu. A.,Shestopalov, A. M.,Nesterov, V. N.,Melenchuk, S. N.,Promonenkov, V. K.,et al.

, p. 1189 - 1196 (2007/10/02)

Like the three-component condensation of aromatic aldehydes, malononitrile, and cyanothioacetamide, the reaction of arylidenemalononitriles with cyanothioacetamide and of arylidenecyanothioacetamides with malononitrile leads to the formation of 4-aryl-2,6-diamino-3,5-dicyano-4H-thiopyrans.It was established by x-ray crystallographic investigation that the 4H-thiopyran ring in the obtained compounds has the boat conformation.Under the influence of bases the 4H-thiopyrans readily undergo recyclization to 6-amino-4-aryl-3,5-dicyano-2(1H)-pyridinethiones.

Activated Nitriles in Heterocyclic Synthesis: The Reaction of Cyanothioacetamide with Activated Double Bond Systems

Galil, Fathy Mohamed Abdel,Sallam, Mohamed Mohamed,Sherif, Sherif Mourad,Elnagdi, Mohamed Hilmy

, p. 1639 - 1644 (2007/10/02)

Die Reaktion von Benzylidenmalononitrilen mit Cyanthioacetamid (1) ergibt je nach den Reaktionsbedingungen entweder Thiopyrane oder Pyridine.Die Strukturen der Reaktionsprodukte wurden mittels 13C-NMR aufgeklaert.

Nitriles in Heterocyclic Synthesis: Novel Synthesis of 4H-Thiopyran and of 2-Hydroxy-6-pyridine Thione Derivatives

Elgemeie, Galal Eldin Hamza,Sherif, Sherif Mourad,Aal, Fatma Abd El Maksoud Abd El,Elnagdi, Mohamed Hilmy

, p. 781 - 783 (2007/10/02)

Reaction of arylmethylenemalononitrile 2a-c with cyanothioacetamide 1 afforded 4-aryl-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles 5a-c on refluxing in ethanolic aqueous triethylamine, rearranged to yield the 4-aryl-1,2-dihydro-6-hydroxy-2-thioxo-3,5-pyridine dicarbonitriles 8a-c.The same compounds could be obtained on treatment of 2a-c with 1 in ethanolic aqueous triethylamine or on reacting 1 with 2d-f.The 13C NMR data of the products are reported and interpreted. - Keywords: Cyanothioacetamide, 2-Aminothiopyranes, Pyridine Thiones, 13C NMR Spectra

A NOVEL SYNTHESIS OF 4-H-THIOPYRANS : UNEXPECTED PRODUCTS OF REACTION OF CYANOTHIOACETAMIDE WITH CINNAMONITRILE DERIVATIVES

Elgemeie, Galal Eldin Hamza,Sallam, Mohamed Mohamed Mohamed,Sherif, Sherif Mourad,Elnagdi, Mohamed Hilmy

, p. 3107 - 3110 (2007/10/02)

The reaction of arylidenemalononitrile with cynothioacetamide afforded either thiopyrans or pyridine derivatives depending on reaction conditions. 13 C NMR was utilised to elucidate the proposed structures of the reaction products.

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