233276-73-8

Basic information

• Product Name: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
• Synonyms: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
• CAS NO: 233276-73-8
• Molecular Formula: C₁₉H₁₇ClN₂O₃S
• Molecular Weight: 388.86788
• Mol File: 233276-73-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(233276-73-8)
• EPA Substance Registry System: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(233276-73-8)

Safety Data

• Hazardous Substances Data: 233276-73-8(Hazardous Substances Data)

Upstream product

• 103868-29-7 5-acetyl-6-methyl-4-(4-chlorophenyl)-3-cyano-2<1H>pyridinethione 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 103868-26-4 5-acetyl-6-methyl-4-(4-chlorophenyl)-3-cyano-3,4-dihydro-2<1H>pyridinethione 
• 233276-71-6 2-[5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-pyridin-2-ylsulfanyl]-3-oxo-butyric acid ethyl ester 
• 647829-30-9 [5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-pyridin-2-ylsulfanyl]-acetic acid ethyl ester 
• 39145-33-0 2-cyano-3-(4-chlorophenyl)-prop-2-enethioamide 
• 123-54-6 acetylacetone 

Downstream Products

• 233276-75-0 5-acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid hydrazide 
• 647829-14-9 5-Acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 647829-15-0 5-Acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 647829-13-8 5-Acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 

Relevant articles and documents

Synthesis of New Thienopyridines, Pyridothienopyrimidines and Pyranothienopyridines with Anticipated Biological Activity

5-Acetyl-4-aryl-3-cyano-6-methylpyridine-2(1H)-thiones (1a,b) were reacted with ethyl chloroacetate to give ethyl 5-acetyl-4-aryl-3-cyano-6-methylpyridin-2-ylthio) acetates (2a,2b) which, in turn, underwent intramolecular Thorpe-Ziegler cyclization to furnish ethyl 5-acetyl-3-amino-4-aryl-6-methylthieno[2,3-b]pyridine-2-carboxylates (3a,b). The reaction of esters 2a,b with hydrazine hydrate in refluxing ethanol produced (5-acetyl-4-aryl-3-cyano-6-methylpyridin-2-ylthio)acethydrazides (4a,b). When the latter reaction was performed under neat conditions, the products were identified as 5-acetyl-3-amino-4-aryl-6-methylthieno[2,3-b]pyridine-2-carbohydrazides (5a,b). Saponification of o-aminoester 3a gave the corresponding acid 13. The compounds 4a,b,5a,b and 13 were used as key intermediates in the synthesis of the target compounds.

Cyanothioacetamide and its derivatives in heterocyclic synthesis: A new route for the synthesis of several pyridine and thieno[2,3-b]pyridine derivatives and their biological evaluation

Several new pyridine and thieno[2,3-b]pyridine derivatives were synthesized via the reactions of some pyridinethiones, obtained by the action of acetylacetone on some thiocarboxamidocinnamonitriles, with halogenated esters and ketones. Structures were established based on elemental and spectral data. All the synthesized compounds were tested for their biological activity.