32016-25-4

Upstream product

• 5841-70-3 phenyl(formyl)acetonitrile 
• 5591-70-8 4-phenyl-1H-pyrazol-3-ylamine 
• 7803-57-8 hydrazine hydrate 
• 64-19-7 acetic acid 
• 57488-21-8 (Z)-2-phenyl-3-(piperidin-1-yl)acrylonitrile 
• 57999-06-1 4-phenyl-1H-pyrazol-5-amine 
• 18226-53-4 2-phenyl-3-(piperidin-1-yl)acrylonitrile 

Downstream Products

• 79833-91-3 4,5-dihydro-3,6-diphenylpyrazolo<1,5-a>pyrimidine 

Relevant academic research and scientific papers

Microwave Mediated Facile Synthesis of Some Novel Pyrazole, Pyrazolo[1,5-a]pyrimidine and pyrazolo[5,1-c] [1,2,4]triazin derivatives

4-PHENYL-2H-pyrazol-3-ylamine 3 has been prepared by reaction of 2-phenyl-3-piperidine-1-yl-acrylonitrile(6) with hydrazine hydrate under microwave irradiation. Compound 3 reacted with acetylacetone and ethyl acetoacetate to yield pyrazolopyrimidine derivatives 7 and 8, respectively. Pyrazolopyrimidine derivative 11 can be formed by reaction of 3 with 2-ethoxymethylene-malononitrile. Compound 3 can be diazotised to yield the diazonium chloride and coupled with 6 to yield pyrazolotriazine derivative 25. Structures of the synthesized compounds were confirmed by their IR and NMR spectroscopic data.

Studies with enaminonitriles: Synthesis and chemical reactivity of 2-phenyl-3-piperidin-1-yl acrylonitrile under microwave heating

(Chemical Equation Presented) Benzyl cyanide reacts with triethylorthoformate and piperidine in DMF solution to yield the title compound 2. This reacted with aromatic amines to yield either aminoacrylonitriles orquinoline depending on reaction conditions and substitution pattern on the aromatic amine. The reaction of compound 2 with hydrazine hydrate could only be effected in the microwave oven and resulted in the formation of aminopyrazole 7. Diazotization of 7 and coupling with an active methylene reagent afforded pyrazolo[5,1-c]-[1,2,4]triazine derivatives.

2H-Pyrazol-3-ylamines as precursors for the synthesis of polyfunctionally substituted pyrazolo[1,5-a]pyrimidines

Substituted aminopyrazoles (5a-d) were synthesized and reacted with bidentate electrophiles to afford pyrazolo[1,5-a]pyrimidines. The regioorientation of reagents has been determined by (15N, 1H) HMBC measurements as well as an X-ray crystal structure determination. ARKAT.