Research Article

FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature

Volume: 4 Number: 3 July 31, 2017
EN

FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature

Abstract

The FeCl3/eggshell has been a new and efficient catalyst for the rapid and simple synthesis of 2,3-dihydroquinazolin-4-ones in ethanol at room temperature. The present method has advantages of low cost, mild reaction conditions, simple workup process, better recovery and reusability of catalyst, excellent yields and environmentally friendly procedure.

Keywords

References

  1. 1. Padia JK, Field M, Hinton J, Meecham K, Pablo J, Pinnock R, Roth BD, Singh L, Suman-Chauhan N, Trivedi BK, Webdale, L. Novel nonpeptide CCK-B antagonists: design and development of quinazolinone derivatives as potent, selective, and orally active CCK-B antagonists. J Med Chem. 1998; 41(7):1042-1049.
  2. 2. Xia Y, Yang ZY, Hour MJ, Kuo SC, Xia P, Bastow KF, Nakanishi Y, Nampoothiri P, Hackl T, Hamel E, Lee KH. Antitumor agents. Part 204: synthesis and biological evaluation of substituted 2-aryl quinazolinones. Bioorg Med Chem Lett. 2001; 11(9):1193-1196.
  3. 3. Yadav MR, Shirude ST, Parmar A, Balaraman R, Giridhar R. Synthesis and anti-inflammatory activity of 2,3-diaryl-4(3H)-quinazolinones. Chem Heterocycl Compd. 2006; 42(8):1038-1045.
  4. 4. Singh T, Sharma S, Srivastava VK, Kumar A. Synthesis, insecticidal and antimicrobial activities of some heterocyclic derivatives of quinazolinone. Indian J Chem B: Org Med Chem. 2006; 11:2558-2565.
  5. 5. (a) Doyle LA, Ross DD. Multidrug resistance mediated by the breast cancer resistance protein BCRP (ABCG2). Oncogene 2003; 22(47):7340-7358. (b) Henderson EA, Bavetsias V, Theti DS, Wilson SC, Clauss R, Jackman AL. Targeting the α-folate receptor with cyclopenta[g]quinazoline-based inhibitors of thymidylate synthase. Bioorg Med Chem. 2006; 14(14):5020-5042.
  6. 6. (a) Chien TC, Chen CS, Yu FH, Chern JW. Nucleosides XI. Synthesis and antiviral evaluation of 5′-alkylthio-5′-deoxy quinazolinone nucleoside derivatives as S-adenosyl-L-homocysteine analogs. Chem. Pharm. Bull. 2004; 52(12):1422-1426. (b) Herget, T, Freitag, M, Morbitzer, M, Kupfer, R, Stamminger, T, Marschall, M. Novel chemical class of pUL97 protein kinase-specific inhibitors with strong anticytomegaloviral activity. Antimicrob Agents Chemother. 2004; 48(11):4154-4162.
  7. 7. (a) Waisser K, Gregor J, Dostál H, Kuneš J, Kubicová L, Klimešová V, Kaustová J. Influence of the replacement of the oxo function with the thioxo group on the antimycobacterial activity of 3-aryl-6,8-dichloro-2H-1,3-benzoxazine-2,4(3H)-diones and 3-arylquinazoline-2,4(1H,3H)-diones. Farmaco. 2001; 56(10):803-807. (b) Kuneš J, Bažant J, Pour M, Waisser K, Šlosárek M, Janota J. Quinazoline derivatives with antitubercular activity. Il Farmaco. 2000; 55(11):725-729.
  8. 8. Aly MM, Mohamed YA, El-Bayouki KA, Basyouni WM, Abbas SY. Synthesis of some new 4(3H)-quinazolinone-2-carboxaldehyde thiosemicarbazones and their metal complexes and a study on their anticonvulsant, analgesic, cytotoxic and antimicrobial activities-Part-1. Eur J Med Chem. 2010; 45(8):3365-3373.

Details

Primary Language

English

Subjects

Engineering, Chemical Engineering

Journal Section

Research Article

Authors

Zakaria Benzekri This is me
Morocco

Houda Serrar This is me
Morocco

Publication Date

July 31, 2017

Submission Date

April 24, 2017

Acceptance Date

July 22, 2017

Published in Issue

Year 2017 Volume: 4 Number: 3

APA
Benzekri, Z., Serrar, H., Boukhris, S., & Souizi, A. (2017). FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature. Journal of the Turkish Chemical Society Section A: Chemistry, 4(3), 775-786. https://doi.org/10.18596/jotcsa.308593
AMA
1.Benzekri Z, Serrar H, Boukhris S, Souizi A. FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature. JOTCSA. 2017;4(3):775-786. doi:10.18596/jotcsa.308593
Chicago
Benzekri, Zakaria, Houda Serrar, Said Boukhris, and Abdelaziz Souizi. 2017. “FeCl3/Egg/Shell:/An/Effective/Catalytic/System//for/the/Synthesis/of/2,3-Dihydroquinazolin-4(1H)-Ones/at/Room/Temperature”. Journal of the Turkish Chemical Society Section A: Chemistry 4 (3): 775-86. https://doi.org/10.18596/jotcsa.308593.
EndNote
Benzekri Z, Serrar H, Boukhris S, Souizi A (July 1, 2017) FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature. Journal of the Turkish Chemical Society Section A: Chemistry 4 3 775–786.
IEEE
[1]Z. Benzekri, H. Serrar, S. Boukhris, and A. Souizi, “FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature”, JOTCSA, vol. 4, no. 3, pp. 775–786, July 2017, doi: 10.18596/jotcsa.308593.
ISNAD
Benzekri, Zakaria - Serrar, Houda - Boukhris, Said - Souizi, Abdelaziz. “FeCl3/Egg/Shell:/An/Effective/Catalytic/System//for/the/Synthesis/of/2,3-Dihydroquinazolin-4(1H)-Ones/at/Room/Temperature”. Journal of the Turkish Chemical Society Section A: Chemistry 4/3 (July 1, 2017): 775-786. https://doi.org/10.18596/jotcsa.308593.
JAMA
1.Benzekri Z, Serrar H, Boukhris S, Souizi A. FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature. JOTCSA. 2017;4:775–786.
MLA
Benzekri, Zakaria, et al. “FeCl3/Egg/Shell:/An/Effective/Catalytic/System//for/the/Synthesis/of/2,3-Dihydroquinazolin-4(1H)-Ones/at/Room/Temperature”. Journal of the Turkish Chemical Society Section A: Chemistry, vol. 4, no. 3, July 2017, pp. 775-86, doi:10.18596/jotcsa.308593.
Vancouver
1.Zakaria Benzekri, Houda Serrar, Said Boukhris, Abdelaziz Souizi. FeCl3/Egg shell: An Effective Catalytic System for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones at Room Temperature. JOTCSA. 2017 Jul. 1;4(3):775-86. doi:10.18596/jotcsa.308593