Stannous chloride in alcohol: A one-pot conversion of 2-Nitro-N- arylbenzamides to 2,3-Dihydro-1H-quinazoline-4-ones

Journal of Organic Chemistry

Volumn 70, Issue 17, 2005, Pages 6941-6943

  Yoo, Choong Leol ^a   Fettinger, James C ^a   Kurth, Mark J ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINE COMPOUNDS; ETHANOL; METHANOL; SYNTHESIS (CHEMICAL);

2-NITROBENZAMIDES; ONE-STEP SYNTHESIS; STANNOUS CHLORIDE;

AROMATIC COMPOUNDS;

2 NITROBENZAMIDE DERIVATIVE; 2,3 DIHYDRO 1H QUINAZOLINE 4 ONE DERIVATIVE; ALCOHOL; BENZAMIDE DERIVATIVE; HYDROCHLORIC ACID; METHANOL; QUINAZOLINONE DERIVATIVE; STANNOUS CHLORIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; SYNTHESIS;

ALCOHOLS; BENZAMIDES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; QUINAZOLINES; TIN COMPOUNDS;

EID: 23644454407     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050450f     Document Type: Article

References (16)

1. DHQ is for 2,3-dihydro-1H-quinazolin-4-one(s) throughout the paper.
2. Bonola, G.; Da Re, P.; Magistretti, M. J.; Massarani, E.; Setnikar, I. J. Med. Chem. 1968, 11, 1136-1139.
3. Levin, J. I.; Chan, P. S.; Bailey, T.; Katocs, A. S., Jr.; Venkatesan, A. M. Bioorg. Med. Chem. Lett. 1994, 4, 1141-1146.
4. Okumura, K.; Oine, T.; Yamada, Y.; Hayashi, G.; Nakama, M. J. Med. Chem. 1968, 11, 348-352.
5. Ozaki, K.; Yamada, Y.; Oine, T.; Ishizuka, T.; Iwasawa, Y. J. Med. Chem. 1985, 28, 568-576.
6. Yale, H. L. J. Heterocycl. Chem. 1977, 14, 1357-1359.
7. Kilroe Smith, T. A.; Stephen, H. Tetrahedron 1957, 1, 38-44.
8. Feldman, J. R.; Wagner, E. C. J. Org. Chem. 1942, 7, 31-47.
9. Tani, J.; Yamada, Y.; Oine, T.; Ochiai, T.; Ishida, R.; Inoue, I. J. Med. Chem. 1979, 22, 95-99.
10. Coyne, W. E.; Cusic, J. W. J. Med. Chem. 1968, 11, 1208-1213.
11. Khurana, J. M.; Kukreja, G. J. Heterocycl. Chem. 2003, 40, 677-679.
12. Shi, D.; Rong, L.; Wang, J.; Zhuang, Q.; Wang, X.; Hu, H. Tetrahedron Lett. 2003, 44, 3199-3201.
13. Haring, R. C.; Walton, J. H. J. Phys. Chem. 1933, 37, 133-145.
14. Haring, R. C.; Walton, J. H. J. Phys. Chem. 1933, 37, 375-380.
15. Haring, R. C.; Walton, J. H. J. Phys. Chem. 1934, 38, 153-160.
16. Berentsveig, V. V.; Barinova, T. V.; Rudenko, A. P. React. Kinet. Catal. Lett. 1979, 10, 333-336.