1
Department of Chemistry, Government College University, Lahore-54000, Pakistan
2
Department of Pharmacy, Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur-63100, Pakistan
Abstract
A facile and environmentally benign series of carbamates derived from coumarin were synthesizedThe synthesis of 7-hydroxy-4-methyl-2H-1-benzopyran-2-one(3)was carried out by gearing up resorcinol (1) and ethyl acetoacetate (2)in a strong acidic media. Carbamates, 7and8,were synthesized by reacting phenylchloroformate (4) with substituted aliphatic amines, 5 and6, under dynamic pH control in aqueous media in the presence of Na2CO3 solution. The molecules 37 and 8 werebrominated to 3a7a and8a. The molecules 99a10 and 11 were synthesized by further reaction of 3 and3a with the electrophilic carbamates, 77a and 8 in a polar aprotic solvent using LiH as an activator. Finally, the compound 12 was synthesized by the nitration of 10. Structures of all the compounds were determined by IR, 1HNMR, 13C-NMR and EI-MS spectroscopic techniques. The bioactivity results of all the synthesized compounds against four gram-negative and two gram-positive bacteria showed that the synthesized coumarin derivatives exhibited moderate to good %age inhibition activity.
Aziz-ur-Rehmana, A., Naeem, S., Abbasi, M. A., Rasool, S., Nafeesa, K., Ahmed, I., & Afzal, S. (2015). Synthesis, characterization and biological screening of different carbamates derived from 7-hydroxy-4-methyl-2H-1-benzopyran-2-one. Scientia Iranica, 22(6), 2241-2248.
MLA
Aziz-ur-Rehman Aziz-ur-Rehmana; S. Naeem; M. A. Abbasi; S. Rasool; K. Nafeesa; I. Ahmed; S. Afzal. "Synthesis, characterization and biological screening of different carbamates derived from 7-hydroxy-4-methyl-2H-1-benzopyran-2-one". Scientia Iranica, 22, 6, 2015, 2241-2248.
HARVARD
Aziz-ur-Rehmana, A., Naeem, S., Abbasi, M. A., Rasool, S., Nafeesa, K., Ahmed, I., Afzal, S. (2015). 'Synthesis, characterization and biological screening of different carbamates derived from 7-hydroxy-4-methyl-2H-1-benzopyran-2-one', Scientia Iranica, 22(6), pp. 2241-2248.
VANCOUVER
Aziz-ur-Rehmana, A., Naeem, S., Abbasi, M. A., Rasool, S., Nafeesa, K., Ahmed, I., Afzal, S. Synthesis, characterization and biological screening of different carbamates derived from 7-hydroxy-4-methyl-2H-1-benzopyran-2-one. Scientia Iranica, 2015; 22(6): 2241-2248.
)