SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED HETEROCYCLIC COMPOUNDS DERIVED FROM 5-CINNAMOYLAMINO-2-CYANOMETHYL-1,3,4-THIADIAZOLE

Authors

Mahmoud Mahmoud, Chemistry Department, Faculty of Science, Ain Shams University, 11566 Cairo, Egypt.
Manal El-Shahawi, Chemistry Department, Faculty of Science, Ain Shams University, 11566 Cairo, Egypt.
Fatma Abu El-Azm, Chemistry Department, Faculty of Science, Ain Shams University, 11566 Cairo, Egypt.
Mohamed Abdeen, Chemistry Department, Faculty of Science, Ain Shams University, 11566 Cairo, Egypt.

Corresponding Author

El-Shahawi, Manal

Document Type

Original Article

Subject Areas

Chemistry

Keywords

HETEROCYCLIC COMPOUNDS, 5-CINNAMOYLAMINO-2-CYANOMETHYL-1, 3, 4-THIADIAZOLE

Abstract

Cinnamoyl isothiocyanate 1 was reacted with 2-cyanoethanoic acid hydrazide 2 to afford 1-cyanoacetyl-4-substituted thiosemicarbazide 3 which on treatment with a mixture of glacial acetic acid and acetic anhydride gave the desired 5-cinnamoylamino-2-cyanomethyl-1,3,4-thiadiazole 4. Compound 4 was subjected to react with aromatic aldehydes, phenylisothiocyanate, carbon disulphide and arylidene malononitrile to give coumarin 5, thiazolidines 8,9 and 1,3,4-thiadiazolo[3,2-a]pyridine 13 derivatives. The structures of all synthesized compounds were ascertained by spectral and analytical data.

How to Cite This Article

Mahmoud, Mahmoud; El-Shahawi, Manal; Abu El-Azm, Fatma; and Abdeen, Mohamed (2016) "SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED HETEROCYCLIC COMPOUNDS DERIVED FROM 5-CINNAMOYLAMINO-2-CYANOMETHYL-1,3,4-THIADIAZOLE," Al-Azhar Bulletin of Science: Vol. 27: Iss. 1, Article 1.
DOI: https://doi.org/10.21608/absb.2016.24326