339157-09-4

Basic information

• Product Name: 5-amino-2-(4-fluorobenzylidene)-7-(4-fluorophenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile
• Synonyms: 5-amino-2-(4-fluorobenzylidene)-7-(4-fluorophenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile
• CAS NO: 339157-09-4
• Molecular Formula: C₂₂H₁₂F₂N₄OS
• Molecular Weight: 418.4186864
• Mol File: 339157-09-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-amino-2-(4-fluorobenzylidene)-7-(4-fluorophenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-amino-2-(4-fluorobenzylidene)-7-(4-fluorophenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile(339157-09-4)
• EPA Substance Registry System: 5-amino-2-(4-fluorobenzylidene)-7-(4-fluorophenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile(339157-09-4)

Safety Data

• Hazardous Substances Data: 339157-09-4(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 2365-48-2 Methyl thioglycolate 
• 109-77-3 malononitrile 
• 68-11-1 mercaptoacetic acid 

Downstream Products

• 490022-87-2 2-(4-fluorophenyl)methylidene-9-(4-fluorophenyl)-3,8-dioxo-2,3,7,8-tetrahydro-9H-thiazolo[2',3':1,6]pyrido[2,3-d]pyrimidin-10-carbonitrile 
• 490022-84-9 2-(4-fluorophenyl)methylidene-7-(4-fluorophenyl)-2,3-dihydro-5-ethoxyethyleneamino-7H-3-oxo-thiazolo[3,2-a]pyrimidin-6,8-dicarbonitrile 

Relevant articles and documents

Studies on thiazolopyridines. Part 3: Reactivity of thiazolo[3,2-a]-3-aza[1,8]naphthyridine towards some nucleophiles

A variety of new thiazolo[3,2-a]pyridine derivatives 2a-h having 3-indolyl group were produced by refluxing 1a with different benzylidenemalononitrile derivatives. Reactivity of compound 4 toward some nitrogen nuclcophiles was investigated. Thus, the novel pyrazoles 6a,b were obtained when compound 4 was allowed to react with hydrazine and phenyl hydrazine in ethanol under reflux. On the other hand, pyrazolo[3′,4′:4,5]thiazolo[3,2-a]-3-aza[1,8]naphthyridine 8 was formed by condensation of compound 4 with benzoyl hydrazine. Finally, condensed heterocyclic compounds containing pyran rings 9 and 10 were obtained by treatment compound 4 with active ethylene compounds.

One-pot synthesis of thiazolo[3,2-α]pyridine derivatives catalysed by ionic liquids

A green method for the synthesis of thiazolo[3,2-α]pyridine derivatives via the coupling of malononitrile, an aryl aldehyde and methyl thioglycolate in an ionic liquid has been developed. The advantages of this protocol are that it is non-toxic, no by-products are formed, short reaction times are required and high yields are obtained. Thiazolo [3,2-a]pyridines have important biological and medical applications.

Studies on thiazolopyridines. Part 1: Antimicrobial activity of some novel fluorinated thiazolo[3,2-a]pyridines and thiazolo[2′,3′:1,6]pyrido[2,3-d]pyrimidines

Ternary condensation of aromatic aldehydes, malononitrile and thioglycolic acid (2:2:1 molar ratio) in ethanol/piperidine afforded the corresponding thiazolo[3,2-a]pyridines 1a-d. Thiazolo/2′,3′:1,6]-pyrido[2,3-d]pyrimidine 4 was obtained by refluxing of compound 1a with acetic anhydride. Also, thiazolopyrido pyrimidine 6 was produced by refluxing of 1a with triethylorthoformate followed by treatment with hydrazine hydrate. Refluxing 1a with formic acid yielded the thiazolopyridopyrimidine 8 which on chlorination with thionyl chloride furnished the chloro derivative 9. Finally, amino thiazolo[2′,3′:1,6]pyrido[2,3-d]pyrimidine 10 was obtained by treatment of 1a with formamide. The structures of these compounds were established on the basis of elemental analyses, IR, 1H NMR, and mass spectral data. Also, the antimicrobial activity of some synthesized compounds is reported.