97651-29-1

Upstream product

• 39145-31-8 2-cyano-3-(4-methoxyphenyl)thioacrylamide 
• 141-97-9 ethyl acetoacetate 
• 68029-57-2 2-cyano-3-(4-methoxyphenyl)thioacrylamide 
• 41867-20-3 ethyl (E)-3-aminobut-2-enoate 
• 106763-17-1 4-methoxybenzylidenecyanothioacetamide 

Downstream Products

• 924272-36-6 3-cyano-2-cyanomethylthio-5-ethoxycarbonyl-4-(4-methoxyphenyl)-6-methylpyridine 
• 924272-41-3 3-amino-5-ethoxycarbonyl-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2-carbonitrile 
• 924272-31-1 ethyl 5-cyano-6-[(2-ethoxy-2-oxoethyl)thio]-4-(4-methoxyphenyl)-2-methylnicotinate 
• 924272-38-8 diethyl 3-amino-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2,5-dicarboxylate 
• 1013663-46-1 C₂₅H₂₃N₃O₄S 
• 723745-20-8 C₂₅H₂₃N₃O₄S 
• 1013663-48-3 C₂₇H₂₅N₃O₅S 
• 723745-24-2 C₂₇H₂₅N₃O₅S 
• 1013663-47-2 C₂₆H₂₅N₃O₄S 
• 1013663-52-9 C₂₆H₂₅N₃O₄S 
• 723745-18-4 C₂₅H₂₂ClN₃O₄S 
• 1013663-53-0 C₂₅H₂₂ClN₃O₄S 
• 1013663-49-4 C₂₈H₂₇N₃O₆S 
• 1013663-54-1 C₂₈H₂₇N₃O₆S 

Relevant academic research and scientific papers

Fused thieno[2,3-b]pyridines: Synthesis and characterization of new condensed pyridothienopyrimidines

Reaction of cyanopyridine-2(1H)-thiones 2a,b with chloroacetonitrile gave the corresponding 3-aminothieno[2,3-b]pyridine-2-carbonitriles 4a,b. Condensation of 4a,b with triethyl orthoformate produced the methanimidate derivatives 6a,b which upon treatment

Studies on the synthesis of some new cyanopyridine-thione and thieno[2,3-b]pyridine derivatives

The work included in this article involves the synthesis of new cyanopyridinethiones as good synthons for new thieno[2,3-b]pyridines with anticipated biological activities. Thus, the reaction of -aryl - thiocarbamoylacrylonitrile (1a-c) with (2-thenoyl)-,-trifluoroacetone led to an unexpected formation of 4-aryl-3-cyano-6-(2-thienyl)pyridine-2(1H)-thiones (4a-c). In contrast, the reaction of 1a,b with ethyl acetoacetate produced 4-aryl-3-cyano-5-ethoxycarbonyl-6-methylpyridine-2(1H)-thiones (12a,b). The reaction of compound 4a with methyl iodide gave 2-methylthio derivative 6, which upon treatment with hydrazine hydrate furnished pyrazolopyridine 7. Treatment of 4a-c with chloroacetaimde, in the presence of sodium ethoxide, led to the formation of 3-amino-4-aryl-6-(2-thienyl)thieno[2,3-b]pyridine-2-carboxamides (8a-c). The reactions of 8a with some aromatic aldehydes and/or cycloalkanones were carried out and their products were identified. Compounds 12a,b were reacted with chloro-N-arylacetamides to give ethyl 4-aryl-2-(N-aryl) carbamoylmethylthio-3-cyano-6-methylpyridine-5-carboxylates (13a-j). Upon treatment of compounds 13a-j with sodium alkoxide in alcohol, they underwent an intramolecular Thorpe-Ziegler cyclization to furnish ethyl 3-amino-4-aryl-2-(N- aryl)carbamoyl-6-methylthieno[2,3-b]pyridine-5-carboxylates (14a-j). Compounds 14a-j, in turn, were reacted with triethyl orthoformate and/or carbon disulfide to give corresponding pyridothienopyrimidinone derivatives 15a-j and 18. Pyridothienotriazinone analogs 17a-j were synthesized via diazotisation of compounds 14a-j.

REACTIONS WITH CYANOTHIOACETAMIDE DERIVATIVES: SYNTHESIS AND REACTIONS OF SOME PYRAZOLOPYRIDINE DERIVATIVES

The ylidene derivatives of cyanothioacetamide 1a-d reacted with ethyl acetoacetate to give the pyridinethiol derivatives 2a-d.Compounds 2a-d were used as starting material for the synthesis of several heterocyclic compounds.Reaction with hydrazine hydrate, ethyl iodide, methyl chloroacetate and α-chloro ethyl acetoacetate gave the pyridine and annelated pyridine derivatives 5a-d, 6a-d, 7a, 8b-d, and 12a-d, respectively.Compounds 7a, 8b-d and 12a-d reacted with hydrazine hydrate to yield the annelated pyridines 10a-d and 15a-d, respectively.Key words: Cyanothioacetamide; pyridines; thienopyridines; pyrazolopyridines; thienospiropyrazolopyridines.

STUDIES ON ALKYLHETEROAROMATIC COMPOUNDS. THE REACTIVITY OF ALKYL POLYFUNCTIONALLY SUBSTITUTED AZINES TOWARDS ELECTROPHILIC REAGENTS

Several new alkylpyridine, pyridazine and pyrimidine derivatives are synthesized from acyclic intermediates.The reactivity of these alkylazines towards aromatic aldehydes and arylidenemalononitrile is reported.New synthesis for substituted phthalazines ci

SYNTHESIS OF 3-CYANO-4-ARYL-5-ETHOXYCARBONYL-6-METHYL-3,4-DIHYDROPYRIDINE-2-THIONES

The condensation of ethyl arylideneacetoacetate with cyanothioacetamide and of arylidenecyanothioacetamides with ethyl acetoacetate or of arylidenecyanothioacetamides with ethyl β-aminocrotonate gave 3-cyano-4-aryl-5-ethoxycarbonyl-6-methyl-3,4-dihydropyridine-2-thiones.PMR spectroscopy showed that the 3-cyano-4-aryl-3,4-dihydropyridine-2-thiones are formed as a mixture of cis and trans isomers.