Microwave-assisted organic synthesis of 3-(D-Gluco-pentitol-1-yl)-1H-1,2,4-triazole.
The condensation of D-glucono- and D-galactono-1,5-lactone and thiocarbohydrazide to give 3-(D-alditol-1-yl)-4-amino-5-mercapto-1,2,4-triazoles 4 and 5 is accelerated by the use of microwave-assisted organic reaction (MAOS). The deamination and dethiolation of compound 4 to give 6 was also accelerated by the use of MAOS. Condensation of 4 and 5 with p-nitrobenzaldehyde afforded Schiff bases 8 and 9, respectively, within 4 min under microwave irradiation (MWI), whereas with ethyl chloroacetate the thioalkylated products 14 and 15 were obtained in 8 min. The structures of the synthesized compounds were confirmed by 1H NMR, 2D NMR, and mass spectra.
El Ashry
E S H
ES
Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt. eelashry60@hotmail.com
Awad
L F
LF
Abdel Hamid
H M
HM
Atta
A I
AI
D008872:Microwaves; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D014230:Triazoles; C045575:1,2,4-triazole