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2019 | 119 | 231-237
Article title

Synthesis and characterization of novel 2-oxo-4-((4-(3-oxomorpholino)phenyl)amino)-2H-chromene-3-carbonitrile derivatives

Content
Title variants
Languages of publication
EN
Abstracts
EN
A highly functionalized heterocyclic library were synthesized, and characterized by common spectroscopic methods. This novel synthetic rout involves nucleophilic substitution reaction of 3-cyano-4chloro coumarin with 4-(4-aminophenyl)morpholin-3-one in the presence of base and methanol as a solvent in good yield and high purity. Key starting material 4-(4-aminophenyl)morpholin-3-one synthesized from aniline. The reaction of aniline with ethylene oxide gives INT-1 which on reaction with Chloroacetyl chloride yield INT-b. Nitration of INT-b gives INT-c, which on reduction with Sn/HCl gives int-D. Further INT-3 was synthesized from 4-hydroxy coumarin. The Vilsmeier-haack reaction of 4-hydroxy coumarin gives INT-01 which on reaction with hydroxylamine hydrochloride and sodium acetate furnished INT-03. All the synthesized compound of libraries characterized using 1H NMR, Mass, and IR spectroscopic technique.
Year
Volume
119
Pages
231-237
Physical description
Contributors
  • SMT. J.A. Patel Mahila College, Patel Kanya Chhatralaya Campus, B/H New bus station, Morbi - 363641, Gujarat, India
  • T.N. Rao College, Saurashtra University Campus, Rajkot - 360005, Gujarat, India
author
  • SMT. J.A. Patel Mahila College, Patel Kanya Chhatralaya Campus, B/H New bus station, Morbi - 363641, Gujarat, India
  • Shree H.N. Shukla College of Science, B/H Marketing yard, Bhichari, Rajkot, Gujarat, India
References
  • [1] Perrella, F. W.; Chen, S. F.; Behrens, D. L.; Kaltenbach, R. F.; Seitz, S. P. J. Med. Chem. 1994, 37, 2232.
  • [2] Bauvois, B.; Puiffe, M. L.; Bongui, J. B.; Paillat, S.; Monneret, C.; Dauzonne, D. J. Med. Chem. 2003, 46, 3900.
  • [3] Vasselin, A. D.; Westwell, A. D.; Matthews, C. S.; Bradshaw, T. D.; Stevens, M. F. G. J. Med. Chem. 2006, 49, 3973.
  • [4] Huang, X.; Liu, T.; Gu, J.; Luo, X.; Ji, R.; Cao, Y.; Xue, H. J.; Wong, T. F.; Wong, B. L.; Pei, G.; Jiang, H.; Chen, K. J. Med. Chem. 2001, 44, 1883.
  • [5] Dauzonne, D.; Martinez, L. Tetra. Lett. 1995, 36, 1845.
Document Type
short_communication
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.psjd-d2ebfebd-23f6-4ca3-a1ce-a316f421ad22
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