Exploring the Synthesis, Isolation, and Characterization of a Derivative of (Pyrazol-4-yl)acetic Acid within the Framework of Chemical Investigation | Chapter 6 | Current Innovations in Chemical and Materials Sciences Vol. 9

 

The present investigation is related to the construction of novel 3-(3-bromophenyl)-2-(1,3-diphenyl-1H-pyrazol-4-yl)acrylic acid by reacting methyl 1,3-diphenyl-1H-pyrazole-4-carboxylate with 3-bromophenyl aldehyde. The hydrazone prepared from acetophenone and phenyl hydrazine was subjected to the Vilsmeier-Haack reagent and after the usual workup, 4-formyl pyrazole was obtained. The 4-formylpyrazole was further converted into methyl pyrazole-4-carboxylate via various intermediates such as (1,3-diphenyl-1H-pyrazol-4-yl)methanol, 4-(chloromethyl)-1,3-diphenyl-1H-pyrazole, and 2-(1,3-diphenyl-1H-pyrazol-4-yl)acetonitrile. The methyl 1,3-diphenyl-1H-pyrazole-4-carboxylate is a key scaffold that was further used for Knoevenagel condensation with substituted aldehydes to get the (pyrazol-4-yl)acetic acid derivatives. All intermediates and the final target were characterized by their spectral data.

Author(s) Details:

Karan Singh,
Department of Chemistry, Indira Gandhi University, Meerpur, Rewari-122502, Haryana, India.

Harshita Phougat
Department of Chemistry, Indira Gandhi University, Meerpur, Rewari-122502, Haryana, India.

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Green Chemistry: Synthesis of Multisubstituted 4HChromenes in Water | Chapter 9 | Current Perspectives on Chemical Sciences Vol. 3

 Chromenes are an significant class of heterocycles that exhibit remarkable effects as pharmaceuticals in various bioactive scaffolds, including anticancer, antifungal, anti-anaphylactin spasmolytic activity. For the synthesis of chromene frameworks, several synthetic protocols have been developed, but most of them suffer from constraints such as harsh reaction conditions, absence of generality, tedious work-up and toxic solvent usage. An expeditious and environmentally safe, general protocol for the synthesis of 2-Amino-3-Cyano-4H-chromenes through the Knoevenagel-Michael-intramolecular cyclization reaction cascade is therefore stated herein. The products were obtained at high (80-95 percent) yields in room temperature water under a catalyst-free reaction. Pure solid products have been obtained by simple techniques of filtration.

Author(s) Details

Dr. Subrahmanya Ishwar Bhat

Department of Chemistry, NMAM Institute of Technology, Nitte, Karkala 574110, Karnataka, India.

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