Some reactions with p-ethoxyphenylcyano-thioforamide: Synthesis of pyrrole, pyrrolo[2,3-c]pyrrole, imidazo[4,5-b]quinoxalines and hydantoin derivatives

Article abstract of DOI:10.1080/10426500008076539

P-Ethoxyphenylcyanothioformamide (1) was reacted with αβ-unsaturated ketone (2) and N-p-chlorophenylmaleimide (4) to furnish pyrrole and pyrrolo[2,3-c]pyrrol-4,6-diones (3) and (5) respectively. Also, interaction of 1 with anthranilic acid and o-phenylenediamine produced 3-(4′-ethoxyphenyl)-2-thioxoquinazolin-4-one (6) and 2-thioxobenzimidazoles (7). When, 1 was reacted with iso(thio)cyanates caused cyclization to afford 5-imino-4-thioxoimidazolidinones (9). Compound 9 was subjected to some reagents such as hydrazine hydrate, thiosemicarbazide, o-phenylenediamines, hydrogen sulfide and HCl to give 5-hydrazono, 4-thiosemicarbazono, and thiohydantoin derivatives (10-17), respectively.

Full text of DOI:10.1080/10426500008076539

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Phosphorus, Sulfur, and
Silicon and the Related
Elements
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SOME REACTIONS WITH p-
ETHOXYPHENYLCYANO-
THIOFORAMIDE: SYNTHESIS
OF PYRROLE, PYRROLO[2,3-
c]PYRROLE, IMIDAZO[4,5-
b]QUINOXALINES AND
HYDANTOIN DERIVATIVES
Y. A. Ammar a , A. M.SH. El-Sharief a , M. M. Ali a
, Y. A. Mohamed a & SH. I. Mohamed a
a Chemistry Department, Faculty of Science , Al-
Azhar University , Nasr City, 11884, Cairo, Egypt
Published online: 19 Dec 2006.
To cite this article: Y. A. Ammar , A. M.SH. El-Sharief , M. M. Ali , Y. A. Mohamed
& SH. I. Mohamed (2000) SOME REACTIONS WITH p-ETHOXYPHENYLCYANO-
THIOFORAMIDE: SYNTHESIS OF PYRROLE, PYRROLO[2,3-c]PYRROLE, IMIDAZO[4,5-
b]QUINOXALINES AND HYDANTOIN DERIVATIVES, Phosphorus, Sulfur, and Silicon and
the Related Elements, 166:1, 173-185, DOI: 10.1080/10426500008076539
To link to this article: http://dx.doi.org/10.1080/10426500008076539
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