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Synthesis, Characterization and Crystal Structure of Some Novel 1‐(3,5‐Dimethyl‐1 H ‐pyrazol‐1‐yl)‐3‐(substituted anilino)propan‐1‐ones
Author(s) -
SAEED Aamer,
HUSSAIN Shahid,
ABBAS Naeem,
BOLTE Michael
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990191
Subject(s) - chemistry , propionates , hydrazine (antidepressant) , hydrate , methanol , pentane , crystal structure , methyl acrylate , acrylate , elemental analysis , michael reaction , single crystal , medicinal chemistry , organic chemistry , crystallography , catalysis , monomer , chromatography , copolymer , polymer
Abstract Michael addition of some substituted anilines to methyl acrylate in acidic medium afforded the methyl 3‐(substituted anilino)propionates ( 1a – 1i ), which on treatment with hydrazine hydrate in methanol were converted into corresponding 3‐(substituted anilino) propionohydrazides ( 2a – 2i ) in good yields. Microwave irradiation of the latter with pentane‐2,4‐dione afforded 1‐(3,5‐dimethyl‐1 H ‐pyrazol‐1‐yl)‐3‐(substituted anilino)propan‐1‐ones ( 3a – 3i ) under solventless conditions. The structures were confirmed by spectroscopic data, elemental analyses and in case of the 3h by single crystal X‐ray diffraction data.