174652-94-9

Basic information

• Product Name: 1-phenyl-2-cyano-3-dimethylaminopropen-1-one
• Synonyms: 1-phenyl-2-cyano-3-dimethylaminopropen-1-one
• CAS NO: 174652-94-9
• Molecular Weight: 200.24
• Mol File: 174652-94-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1-phenyl-2-cyano-3-dimethylaminopropen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-2-cyano-3-dimethylaminopropen-1-one(174652-94-9)
• EPA Substance Registry System: 1-phenyl-2-cyano-3-dimethylaminopropen-1-one(174652-94-9)

Safety Data

• Hazardous Substances Data: 174652-94-9(Hazardous Substances Data)

Upstream product

• 614-16-4 Benzoylacetonitrile 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1006-67-3 5-phenylisoxazole 
• 950851-57-7 ethyl 3-{[(N,N-dimethylamino)methylene]amino}-4-(4-methoxyphenyl)-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 174652-95-0 3-Benzylamino-2-cyano-1-phenyl-2-propen-1-one 
• 314268-89-8 5-Cyano-N-[4-(2-dimethylaminoethoxy)phenyl]-4-phenyl pyrimidine-2-amine 

Relevant articles and documents

Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones

Diversely substituted 1,2-oxathiine 2,2-dioxides, including 3,5,6-triaryl-, 3,6-diaryl-, 3,5-diaryl-, 5,6-diaryl- and selected fused heterocyclic analogues, have been efficiently obtained by the application of a mild Cope elimination of a 4-amino moiety from the requisite 4-amino-3,4-dihydro-1,2-oxathiine 2,2-dioxides, which themselves were readily obtained by the addition of sulfenes to enaminoketones.

Facile iterative synthesis of 2,5-terpyrimidinylenes as nonpeptidic α-helical mimics

A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to α-helix mimics is presented. Condensation of amidines with readily prepared α,β-unsaturated α-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4′-, and 4′′-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an α-helix.

Pyrazolo[3,4-b]pyridine in heterocyclic synthesis: Synthesis of new pyrazolo[3,4-b]pyridines, imidazo[1′,2′:1,5]pyrazolo[3,4-b] pyridines, and pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidines

Pyrazolo[3,4-b]pyridine derivatives 7 and 9 were synthesized via the reaction of 3-amino-1H-pyrazolo-[3,4-b]pyridine derivative 2 with ω-bromoacetophenones. Reaction of 7 and 9 with Ac2O afforded the imidazo[1′,2′:1,5]pyrazolo[3,4-b]pyridine derivative 8 and pyrazolo[3,4-b]pyridine derivative 10, respectively. Reaction of 2 with chloroacetonitrile followed by DMF-DMA gave imidazo[1′,2′:1,5] pyrazolo[3,4-b]pyridines 4 and 5, respectively. Acetylacetone and 1,1-dicyano-2,2-dimethylthioethene were reacted with 2 to afford the pyrido[2′,3′:3,4]pyrazolo-[1,5-a]-pyrimidines 11 and 14, respectively. Also, 2 reacted with DMF-DMA to yield the formamidine 15, which in turn, reacted with active methylene reagents, yielding the corresponding pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidines 18 and 23a-23d.