199277-99-1

Basic information

• Product Name: 2-methyl-9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine
• Synonyms: 2-methyl-9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine
• CAS NO: 199277-99-1
• Molecular Formula: C11H10N4S
• Molecular Weight: 230.2889
• Mol File: 199277-99-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-methyl-9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine(199277-99-1)
• EPA Substance Registry System: 2-methyl-9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine(199277-99-1)

Safety Data

• Hazardous Substances Data: 199277-99-1(Hazardous Substances Data)

Upstream product

• 93-91-4 1-phenylbutan-1,3-dione 
• 199277-96-8 4-Imino-6,7-dihydro-4H,5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-3-ylamine 
• 120-92-3 cyclopentanone 
• 70291-62-2 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile 
• 123-54-6 acetylacetone 
• 141-97-9 ethyl acetoacetate 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Synthesis of some biologically active agents derived from thieno [2,3-d]pyrimidine derivatives

The key compound 1-amino-8-iminocyclopenta[b]thieno[2,3-d]pyrimidine (5g) was prepared by reaction of 2-amino-3-cyano cyclopenta[b]thiophene (1) with triethyl orthoformate followed by cyclization with hydrazine hydrate in ethanol. Refluxing of 1 with triethyl orthoformate in the presence of acetic anhydride gave an unexpected product 2, while reaction with aromatic amines gave the condensation products 4a-c. Reaction of 5g with formic acid, other formate derivatives, ethoxymethylenemalononitrile and ethyl ethoxymethylenecyanoacetate gave the same product cyclopentathieno[2,3-d]pyrimidine]-1,2,4-triazolo[3,2-f]pyrimidine 6. Compound 7 was prepared by different methods. Treatment of 5g with dicarbonyl compounds gave the triazol derivatives 8-11. Reaction of 5g with phenyl isothiocyanate, carbon disulphide and ethyl chloroformate gave the corresponding derivatives 12-14, respectively. Condensation of 5g with some selected aromatic and heterocyclic aldehydes, acetone, N-acetyl isatin and isatin gave the condensation products 15a-e, 16-18, respectively in good yields. Many of the synthesized compounds were tested in vitro for their inhibitory activity against a variety of bacteria such as: Serratia rhodnii, Bacillus cereus, Staphylococcus citreus and Pseudomonas aeruginosa and fungi such as: Aspergillus flavus, Penicillium chrysogenum and Alternaria alternata. Some compounds showed modest activity.