Preparation of several active N-chloro compounds from trichloroisocyanuric acid

Synthesis

Volumn , Issue 16, 2009, Pages 2797-2801

  Shiri, Azam ^a   Khoramabadi Zad, Ahmad ^a  

^a BU ALI SINA UNIVERSITY   (Iran)

Author keywords

Amides; Chlorinated compounds; Halogenation; Imides; Trichloroisocyanuric acid

Indexed keywords

CHLORAMINE-T; CHLORINATED COMPOUNDS; IMIDES; MILD REACTION CONDITIONS; N-CHLOROSUCCINIMIDE; ORGANIC SYNTHESIS; ROOM TEMPERATURE; SIMPLE METHOD; TRICHLOROISOCYANURIC ACID;

AMIDES; AMINES; HALOGENATION;

SYNTHESIS (CHEMICAL);

BIS(3 BROMOPHENYL)TETRACHLOROGLYCOLURIL; BIS(4 BROMOPHENYL)TETRACHLOROGLYCOLURIL; CYANURIC ACID; DISINFECTANT AGENT; N CHLOROPHTHALIMIDE; N CHLOROSACCHARIN; N CHLOROSUCCINIMIDE; N,N' DICHLOROBARBITAL; N,N' DICHLOROPHENOBARBITAL; SYMCLOSENE; TETRACHLOROBIS(3 CHLOROPHENYL)GLYCOLURIL; TETRACHLOROBIS(4 CHLOROPHENYL)GLYCOLURIL; TETRACHLORODIETHYLGLYCOLURIL; TETRACHLORODIMETHYLGLYCOLURIL; TETRACHLORODIPHENYLGLYCOLURIL; TETRACHLOROGLYCOLURIL; TOSYLCHLORAMIDE SODIUM; UNCLASSIFIED DRUG;

ARTICLE; CHLORINATION; ROOM TEMPERATURE;

EID: 70449382308     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1216889     Document Type: Article

References (46)

1. Weinmann, H.; Tilstam, U. Org. Process Res. Dev. 2002, 6, 384.
2. Kolvari, E.; Ghorbani-Choghamarani, A.; Salehi, P.; Shirini, F.; Zolfigol, M. A. J. Iran. Chem. Soc. 2007, 4, 126.
3. Hiegel, G. A.; Hogenauer, T. J.; Lewis, J. C. Synth. Commun. 2005, 35, 2099.
4. Luca, L. D.; Giacomelli, G. Synlett 2004, 2180.
5. Biltz, H.; Behrens, O. Chem. Ber. 1910, 43, 1984.
6. Williams, J. W. US Patent 2649389, 1953.
7. Chem. Abstr. 1953, 48, 8267.
8. Adkins, H. B. US Patent 2654763, 1953.
9. Chem. Abstr. 1953, 48, 10778.
10. Slezak, F. B.; Hirsch, A.; Rosen, I. J. Org. Chem. 1960, 25, 660.
11. Slezak, F. B.; Bluestone, H.; Magee, T. A.; Wotiz, J. H. J. Org. Chem. 1962, 27, 2181.
12. Zettler, T. T. US Patent 3252901, 1966. Chem. Abstr. 1966, 65, 6922.
13. Horvath, R. J.; Parsons, C. G.; Zettler, T. T. US Patent 3445383, 1969.
14. Chem. Abstr. 1969, 70, 109008.
15. Fraker, P. J.; Speck, J. C. Biochem. Biophys. Res. Commun. 1978, 80, 849.
16. Unak, T.; Akgun, Z.; Yildirim, Y.; Dumanb, Y.; Erenel, G. Appl. Radiat. Isot. 2001, 54, 749.
17. Yuan, H.; Luo, J.; Field, S.; Weissleder, R.; Cantley, L.; Josephson, L. Bioconjugate Chem. 2005, 16, 669.
18. Safavy, A.; Georg, G. I.; Velde, D. V.; Raisch, K. P.; Safavy, K.; Carpenter, M.; Wang, W.; Bonner, J. A.; Khazaeli, M. B.; Buchsbaum, D. J. Bioconjugate Chem. 2004, 15, 1264.
19. Cook, J. H.; Pratt, R. S.; Lilien, J. Biochemistry 1984, 23, 899.
20. Markwell, M. A. K.; Fox, C. F. Biochemistry 1978, 17, 4807.
21. Luqman, W. A.; Matej, L. A.; Smith, M. L. J. Endocrinol. 1979, 81, 131.
22. Salacinski, P. R. P.; McLean, C.; Sykes, J. E. C.; Clement-Jones, V. V.; Lowry, P. J. Anal. Biochem. 1981, 117, 136.
23. Goding, J. W. Monoclonal Antibodies: Principles and Practice; Academic Press: London, 1986, 142.
24. Agnihotri, G. Synlett 2005, 2857.
25. Chattaway, F. D. J. Chem. Soc. Trans. 1905, 145.
26. Gama, P. E. Synlett 2005, 1742; and references cited therein.
27. de Souza, S. P. L.; da Silva, J. F. M.; de Mattos, M. C. S. Synth. Commun. 2003, 33, 935.
28. Craig, J. C.; Pearson, D. E. J. Med. Chem. 1971, 14, 1221.
29. Barer, S. J. US Patent 3919232, 1975;
30. Chem. Abstr. 1975, 84, 59549.
31. Otsuji, Y.; Kuroda, T.; Imoto, E. Bull. Chem. Soc. Jpn. 1968, 41, 2124.
32. Mosher, M. W.; Estes, G. W. J. Am. Chem. Soc. 1977, 99, 6928.
33. Zimmer, H.; Audrieth, L. F. J. Am. Chem. Soc. 1954, 76, 3856.
34. Chou, T. S. US Patent 4212977, 1980; and references cited therein (Chem. Abstr. reference not found).
35. Chou, T.-S.; Burgtorf, J. R. US Patent 4082766, 1978;
36. Chem. Abstr. 1978, 89, 42843.
37. Golebiewski, W. M.; Gucma, M. Synthesis 2007, 3599.
38. Vogel, A. A. Textbook of Practical Organic Chemistry including Qualitative Organic Analysis; Longman: London, 1978, 805.
39. Rebek, J. Jr. Chem. Soc. Rev. 1996, 25, 255.
40. Conn, M. M.; Rebek, J. Jr. Chem. Rev. 1997, 97, 1647.
41. Rebek, J. Jr. Acc. Chem. Res. 1999, 32, 278; and references cited therein.
42. Sijbesma, R. P.; Nolte, R. J. M. Top. Curr. Chem. 1995, 175, 25.
43. Rowan, A. E.; Elemans, J. A. A. W.; Nolte, R. J. M. Acc. Chem. Res. 1999, 995.
44. Elemans, J. A. A. W.; Rowan, A. E.; Nolte, R. J. M. Ind. Eng. Chem. Res. 2000, 39, 3419; and references cited therein.
45. Wang, Z.-G.; Zhou, B.-H.; Chen, Y.-F.; Yin, G.-D.; Li, Y.-T.; Wu, A.-X.; Isaacs, L. J. Org. Chem. 2006, 71, 4502.
46. Chen, Y.; She, N.; Meng, X.; Yin, G.; Wu, A.; Isaacs, L. Org. Lett. 2007, 9, 1899.