959-08-0Relevant articles and documents
Utility of Ketonic Mannich Bases in Synthesis of Some New Functionalized 2-Pyrazolines
Afsah, Elsayed M.,Keshk, Eman M.,Abdel-Rahman, Abdel-Rahman H.,Jomah, Najla F.
, p. 326 - 334 (2017/12/26)
The styryl ketonic Mannich base 2 has been used as a precursor in the synthesis of 2-pyrazolines having a basic side chain at C-3 and a phenolic Mannich base at C-5. Treatment of the bis(styryl ketonic bases) 6a and 8a with phenylhydrazine affords the bis(3-functionalized 2-pyrazolines) 7 and 9. The transamination between the styryl keto base 10 and 4-aminoantipyrine leads to 12, which reacts with piperazine to give 13. N-Nitrosation of the sec-Mannich bases 15a–d followed by reductive cyclization affords 2-pyrazolines 17a–d. The keto base 14b has been used for the synthesis of 2-pyrazolines having a phenolic Mannich base at C-3 and its reaction with 3,5-dimethyl-1H-pyrazole affords 23. The alkylation of 3-methyl-1-phenyl-2-pyrazolin-5-one with the bis(Mannich base) 25 was investigated.