Green chemical approach for facile one-pot synthesis of 2,4,8-trisubstituted-1,5-benzothiazepines and their dioxides under microwave irradiation

Journal of Sulfur Chemistry

Volumn 25, Issue 4, 2004, Pages 283-289

  Dandia, Anshu ^a   Sati, Meha ^a   Arya, Kapil ^a   Sarawgi, Pritima ^a   Loupy, André ^b  

^a UNIVERSITY OF RAJASTHAN   (India)

^b UNIVERSITÉ PARIS SUD   (France)

Author keywords

2,4,8 Trisubstituted 1,5 benzothiazepines; Clayfen; Microwave irradiation; Selective oxidation

Indexed keywords

IRRADIATION;

2,4,8-TRISUBSTITUTED-1,5-BENZOTHIAZEPINE; CLAYFEN; GREEN CHEMICALS; MICROWAVE- IRRADIATIONS; ONE-POT PROCEDURES; ONE-POT SYNTHESIS; SELECTIVE OXIDATION; SYNTHESISED;

MICROWAVE IRRADIATION;

8 ETHOXY 2,5 DIHYDRO 1,5 BENZOTHIAZEPINE 1,1 DIOXIDE; ACETIC ACID; BENZOTHIAZEPINE DERIVATIVE; FERRIC ION; FERRIC NITRATE; HETEROCYCLIC COMPOUND; HYDROCHLORIC ACID; HYDROGEN PEROXIDE; MONTMORILLONITE; ORGANIC SOLVENT; ORGANOSULFUR DERIVATIVE; OXIDE; SULFIDE; SULFONE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; MELTING POINT; MICROWAVE IRRADIATION; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 7944222574     PISSN: 17415993     EISSN: None     Source Type: Journal    
DOI: 10.1080/17415990412331282468     Document Type: Article

References (38)

1. Levai, A., 2000, J. Heterocycle. Chem., 37, 199, and references therein.
2. (a) Takeda, M., Oishi, A., Nakajima, H. and Nagao, T. (Tanbe Seiaku Co. Ltd.), 1986, Jpn. Kokai Tokkyo Koho JP 61, 103, 828, Appl. 84/225, 030 (1984); 1986, Chem. Abstr., 105, 183965x.
3. (b) Didier, P. and Jean, M., 1999, J. Med. Chem., 42, 4185; 1999 Chem. Abstr., 131, 351646b.
4. (b) Didier, P. and Jean, M., 1999, J. Med. Chem., 42, 4185; 1999 Chem. Abstr., 131, 351646b.
5. (a) March, J., 1994, Advanced Organic Chemistry (New Delhi: Wiley Eastern Limited),
6. (b) Patai, S., Rappoport, Z. and. Stirling, C. (Eds.), 1988, The chemistry of sulphones and sulphoxides (Chichester: John Wiley and Sons).
7. (a) Fengler, G. Artl, D., Grohe, K., Zeiler, H. J. and Metzger, K., 1984, Ger. Offen., 3, 229; 1984, Chem. Abstr., 101, 7176z.
8. (a) Fengler, G. Artl, D., Grohe, K., Zeiler, H. J. and Metzger, K., 1984, Ger. Offen., 3, 229; 1984, Chem. Abstr., 101, 7176z.
9. (b) Gupta, R. R., 1988, Phenothiazines and 1,4-benzothiazines. Chemical and biomedical aspects (Amsterdam: Elsevier).
10. Hardlon, A. L., 1998, PCT Int. Appl. WO 9935 135; 1999, Chem. Abstr., 131, 87928d.
11. (b) Faizulla, K. G., 1974, Inc, U. S. 3,856, 808 (Cl 260-308c, C07d); Chem. Abstr., 82, 125422p.
12. Jadhav, K. P. and Ingle, D. B., 1983, Indian J. Chem., 22B, 180.
13. (a) Slade, J., Stanton, J. L., Ben-David, D. and Mazzenga, G. C., 1985, J. Med. Chem., 28, 1517.
14. (b) Patonay, T., Adam, W., Jeko, J., Kover, K. E., Levai, A., Nemeth, M. and Petrer, K., 1999, Heterocycles, 51, 85.
15. (c) Miyazaki, M., Iwakuma, T. and Tanaka, T., 1978, Chem. Pharm. Bull., 26, 2889.
16. (a) Loupy, A. and Perreux, L., 2001, Tetrahedron, 57, 9199.
17. (b) Lidstrom, P., Tierney, J., Wathey, B. and Westman, J., 2001, Tetrahedron, 57, 9225.
18. (c) Jeselnik, M., Varma, R. S., Polanc, S. and Kocevar, M., 2002, Green Chem., 4, 35.
19. (d) Varma, R. S., 1999, Green Chem., 1, 43.
20. Varma, R. S., Saini, R. K. and Meshram, H. M., 1997, Tetrahedron Lett., 38, 6525.
21. (a) Loupy, A., 1999, Topics in current chemistry (Berlin, Heidelberg: Springer Verlag), p. 206.
22. (b) Diddams, P., 1992, Inorganic solid support & catalysts in organic synthesis (Chichester: Elis Norwood PTR Prentice Hall), chapter 1, pp. 23-35.
23. (a) Varma, R. S. and Dahiya, R., 1998, Synth. Commun., 28, 4087.
24. (a) Dandia, A., Arya, K. and Sati, M., 2004, Tetrahedron, 60, 5253.
25. (b) Dandia, A., Arya, K., Sati, M. and Sarawgi, P., 2004, J. Fluorine Chem., in press,
26. (c) Dandia, A., Singh, R., Mérienne, C., Morgant, G. and Loupy, A., 2003, Sulfur Lett., 26, 201.
27. (d) Dandia, A., Sati, M. and Loupy, A., 2002, Green Chem., 4, 599.
28. (e) Dandia, A., Sati, M., Arya, K. and Loupy, A., 2003, Heterocycles, 60, 563.
29. (f) Dandia, A., Sati, M., Arya, K., Sharma, R. and Loupy, A., 2003, Chem. Pharm. Bull., 50 1137.
30. (g) Dandia, A., Upreti, M., Pant, U. C. and Rani, B., 1998, J. Chem. Res. (S) 752, (M) 3348.
31. (h) Dandia, A., Saha, M. and Taneja, H., 1998, J. Fluorine Chem., 90, 17.
32. (a) Levai, A. and Bognar, R., 1977, Acta Chim Acad. Sci (Hung.), 92, 415.
33. (b) Dandia, A., Pant, U. C., Upreti, M. and Pant, S., 1997, Indian J. Chem., 36B, 1181.
34. Bellaman, J., 1964, Infrared spectra for the complex molecules (New York: John Wiley & Sons Inc.), p. 360.
35. (b) Herzberg, G., 1945, Infrared and Raman spectra of polyatomic molecules (Amsterdam, New York), p. 741.
36. Rathore, R. K. and Gupta, R. R., 1997, Asian J. Chem., 9, 247.
37. Cornelis, A. and Laszlo, P., 1985, Synthesis, 909.
38. Pant, U. C., Gupta, A. and Gaur, B. S., 1983, Indian J. Chem., 22B, 242.