Improved preparation of 5-chloro-1-phenyl-1H-tetrazole and other 5- chlorotetrazoles

Synthetic Communications

Volumn 27, Issue 15, 1997, Pages 2645-2650

  Alves, José A C ^a   Johnstone, Robert A W ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

TETRAZOLE DERIVATIVE;

ARTICLE; HYDROGENATION; REACTION ANALYSIS; REACTION TIME; SYNTHESIS;

EID: 0030833834     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708004134     Document Type: Article

References (23)

1. Wittenberger, S.J. Organic Preparations and Procedures Int., 1994, 26, 499.
2. Butler, R.N. Adv. Heterocycl. Chem., 1977, 21, 323; Singh, H.; Chawla, A.S.; Kapoor, V.K.; Paul, D. and Malhotra, R.K. "Progress in Medicinal Chemistry", Vol. 17, Eds: Ellis, G.P. and West, G.B., Elsevier, Biomedical Press, North-Holland, 1980, p. 151.
3. Butler, R.N. Adv. Heterocycl. Chem., 1977, 21, 323; Singh, H.; Chawla, A.S.; Kapoor, V.K.; Paul, D. and Malhotra, R.K. "Progress in Medicinal Chemistry", Vol. 17, Eds: Ellis, G.P. and West, G.B., Elsevier, Biomedical Press, North-Holland, 1980, p. 151.
4. Wazir, V.; Singh, G.B.; Gupta, R. and Kachroo P.L. J. Ind. Chem. Soc., 1991, 68, 305.
5. George, E.F. and Riddell, W.D. U.S. Pat. 3,865,570, Chem. Abstr., 1975, 83, 54601; Theodoridis, G.; Hotzman, F.W.; Scherer, L.W.; Smith, B.A.; Tymonko, J.M. and Wyle, M.J. Pestic. Sci., 1990, 30, 259, Chem. Abstr., 1991, 114, 159059V.
6. George, E.F. and Riddell, W.D. U.S. Pat. 3,865,570, Chem. Abstr., 1975, 83, 54601; Theodoridis, G.; Hotzman, F.W.; Scherer, L.W.; Smith, B.A.; Tymonko, J.M. and Wyle, M.J. Pestic. Sci., 1990, 30, 259, Chem. Abstr., 1991, 114, 159059V.
7. George, E.F. and Riddell, W.D. U.S. Pat. 3,865,570, Chem. Abstr., 1975, 83, 54601; Theodoridis, G.; Hotzman, F.W.; Scherer, L.W.; Smith, B.A.; Tymonko, J.M. and Wyle, M.J. Pestic. Sci., 1990, 30, 259, Chem. Abstr., 1991, 114, 159059V.
8. Barratt, A.J.; Bates, L.R.; Jenkins, J.M. and White, J.R. U.S. Nat. Tech. Inform. Serv., AD Rep., 1971, No. 752370, Chem. Abstr., 1973, 78, 124508; Astashinsky, V.M.; Kostyukevich, E.A.; Ivashkevich, O.A.; Lesnikovich, A.I. and Krasitsky, V.A. Combust. Flame, 1994, 96, 286, Chem. Abstr., 1994, 120, 248733.
9. Barratt, A.J.; Bates, L.R.; Jenkins, J.M. and White, J.R. U.S. Nat. Tech. Inform. Serv., AD Rep., 1971, No. 752370, Chem. Abstr., 1973, 78, 124508; Astashinsky, V.M.; Kostyukevich, E.A.; Ivashkevich, O.A.; Lesnikovich, A.I. and Krasitsky, V.A. Combust. Flame, 1994, 96, 286, Chem. Abstr., 1994, 120, 248733.
10. Barratt, A.J.; Bates, L.R.; Jenkins, J.M. and White, J.R. U.S. Nat. Tech. Inform. Serv., AD Rep., 1971, No. 752370, Chem. Abstr., 1973, 78, 124508; Astashinsky, V.M.; Kostyukevich, E.A.; Ivashkevich, O.A.; Lesnikovich, A.I. and Krasitsky, V.A. Combust. Flame, 1994, 96, 286, Chem. Abstr., 1994, 120, 248733.
11. Barratt, A.J.; Bates, L.R.; Jenkins, J.M. and White, J.R. U.S. Nat. Tech. Inform. Serv., AD Rep., 1971, No. 752370, Chem. Abstr., 1973, 78, 124508; Astashinsky, V.M.; Kostyukevich, E.A.; Ivashkevich, O.A.; Lesnikovich, A.I. and Krasitsky, V.A. Combust. Flame, 1994, 96, 286, Chem. Abstr., 1994, 120, 248733.
12. Schwartz, N.V. J. Appl. Polym. Sci., 1972, 16, 2715; Shelkovnikov, V.V.; Myakishev, K.G.; Kovalev, D.V.; Eroshkin, V.I. and Volkov, V.V. Chem. Abstr., 1990, 112, 207625j.
13. Schwartz, N.V. J. Appl. Polym. Sci., 1972, 16, 2715; Shelkovnikov, V.V.; Myakishev, K.G.; Kovalev, D.V.; Eroshkin, V.I. and Volkov, V.V. Chem. Abstr., 1990, 112, 207625j.
14. Cristiano, M.L.S.; Johnstone, R.A.W. and Price, P.J. J. Chem. Soc. Perkin 1, 1996, 1453.
15. Brigas, A.F. and Johnstone, R.A.W. J. Chem. Soc., Chem. Commun., 1994, 1923; Brigas, A.F. and Johnstone, R.A.W. Acta Cryst., 1996, C52, 1293.
16. Brigas, A.F. and Johnstone, R.A.W. J. Chem. Soc., Chem. Commun., 1994, 1923; Brigas, A.F. and Johnstone, R.A.W. Acta Cryst., 1996, C52, 1293.
17. Kauer, J.C. and Sheppard, W.A. J. Org. Chem., 1967, 32, 3580.
18. Smith, P.A.S. "Organic Reactions", Vol. 3, 1946, 382 and references therein and see ref. 9.
19. For use of solvents see, for example, Fieser, L.F. and Fieser, M. "Reagents for Organic Synthesis", Vol. 1, Wiley, New York, 1976, p. 1109.
20. For some examples see: Reeves, W.P. and Bahr, M.L. Synthesis, 1976, 823; Sasaki, T.; Minamoto, K.; Suzuki, T. and Yamashita, S. Tetrahedron, 1980, 35, 865; Schultz, A.G.; Staib, R.R. and Eng, K.K. J. Org. Chem., 1987, 52, 2968; Tropper, F.D.; Andersson, F.O.; Braun, S. and Roy, R. Synthesis, 1992, 618.
21. For some examples see: Reeves, W.P. and Bahr, M.L. Synthesis, 1976, 823; Sasaki, T.; Minamoto, K.; Suzuki, T. and Yamashita, S. Tetrahedron, 1980, 35, 865; Schultz, A.G.; Staib, R.R. and Eng, K.K. J. Org. Chem., 1987, 52, 2968; Tropper, F.D.; Andersson, F.O.; Braun, S. and Roy, R. Synthesis, 1992, 618.
22. For some examples see: Reeves, W.P. and Bahr, M.L. Synthesis, 1976, 823; Sasaki, T.; Minamoto, K.; Suzuki, T. and Yamashita, S. Tetrahedron, 1980, 35, 865; Schultz, A.G.; Staib, R.R. and Eng, K.K. J. Org. Chem., 1987, 52, 2968; Tropper, F.D.; Andersson, F.O.; Braun, S. and Roy, R. Synthesis, 1992, 618.
23. For some examples see: Reeves, W.P. and Bahr, M.L. Synthesis, 1976, 823; Sasaki, T.; Minamoto, K.; Suzuki, T. and Yamashita, S. Tetrahedron, 1980, 35, 865; Schultz, A.G.; Staib, R.R. and Eng, K.K. J. Org. Chem., 1987, 52, 2968; Tropper, F.D.; Andersson, F.O.; Braun, S. and Roy, R. Synthesis, 1992, 618.