<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml"><p>Condensation of β-amino-α,γ-dicyanocrotononitrile (1) with acetophenone gave 2-amino-4-phenylpenta-1,3-diene-1,1,3-tricarbonitrile (2). The latter product was used in a series of heterocyclization reactions with different reagents such as diazonium salts, hydrazines, hydroxylamines and elemental sulfur to give pyridazine, pyrazole, isoxazole and thiophene derivatives, respectively. On the other hand, it gave pyridine derivatives with aromatic aldehydes folowed by reaction with cyanomethylene reagents. The <italic>MIC</italic> values for the newly synthesized product were measured against <italic>E. coli, B. cereus, B. subtilis</italic> and <italic>C. albicans.</italic></p></abstract>

Condensation of β-amino-α,γ-dicyanocrotononitrile (1) with acetophenone gave 2-amino-4-phenylpenta-1,3-diene-1,1,3-tricarbonitrile (2). The latter product was used in a series of heterocyclization reactions with different reagents such as diazonium salts, hydrazines, hydroxylamines and elemental sulfur to give pyridazine, pyrazole, isoxazole and thiophene derivatives, respectively. On the other hand, it gave pyridine derivatives with aromatic aldehydes folowed by reaction with cyanomethylene reagents. The MIC values for the newly synthesized product were measured against E. coli, B. cereus, B. subtilis and C. albicans.

The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: Synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities

Department of Chemistry, Cairo University, Giza, Egypt

Department of Organic Chemistry, October University for Modern Sciences and Arts (MSA), October, Egypt

Acta Pharmaceutica

Condensation of β-amino-α,γ-dicyanocrotononitrile (1) with acetophenone gave 2-amino-4-phenylpenta-1,3-diene-1,1,3-tricarbonitrile (2). The latter product was...

The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: Synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities

Publié en ligne: 22 déc. 2008

Pages: 429 - 444

DOI: https://doi.org/10.2478/v10007-008-0030-3

Mots clés
piridin, izoksazol, piridazin, tiofen, antimikrobno djelovanje

This content is open access.

The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: Synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities

Publié en ligne: 22 déc. 2008

Pages: 429 - 444

DOI: https://doi.org/10.2478/v10007-008-0030-3

Mots cléspiridin, izoksazol, piridazin, tiofen, antimikrobno djelovanje

This content is open access.

Mots clés
piridin, izoksazol, piridazin, tiofen, antimikrobno djelovanje