Synthesis of novel 1-H-pyrazole-4-carboxylic acid esters by conventional and microwave assisted Vilsmeier cyclization of hydrazones

Synthetic Communications

Volumn 33, Issue 9, 2003, Pages 1483-1488

  Sridhar, Radhakrishnan ^a   Perumal, Paramasivan T ^a  

^a CENTRAL LEATHER RESEARCH INSTITUTE   (India)

Author keywords

Hydrazones; Microwave assistance; Pyrazole; Vilsmeier cyclization

Indexed keywords

1H PYRAZOLE 4 CARBOXYLIC ACID; CARBOXYLIC ACID DERIVATIVE; ESTER; HYDRAZONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; MICROWAVE RADIATION; REACTION ANALYSIS; SYNTHESIS; VILSMEIER HAACK REACTION;

EID: 0038304260     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120018766     Document Type: Article

References (22)

1. Clinton, R.O.; Manson, A.J.; Stonner, F.W.; Beyler, A.L.; Potts, G.O.; Arnold, A. J. Am. Chem. Soc. 1959, 81, 1513.
2. Garattini, S.; Palma, V. Cancer Chemotherapy Rept. 1961, 13, 9.
3. Garg, H.G.; Singhal, A.; Mathur, J.M.L. J. Pharm. Sci. 1973, 62, 494.
4. Kees, K.L.; Fitzgerald, J.J., Jr.; Steiner, K.E.; Mattes, J.F.; Mihan, B.; Tosi, T.; Mondoro, D.; McCaleb, M.L. J. Med. Chem. 1996, 39, 3920.
5. (a) Vichlyaev, Yu.I.; Il'inskii, B.I.; Raevskii, K.S.; Batulin, Yu.M.; Grandberg, I.I.; Kost, A.N. Farmakol. i Toksikol. 1962, 25, 27; Chem. Abstr. 1962, 57, 14388d;
6. (a) Vichlyaev, Yu.I.; Il'inskii, B.I.; Raevskii, K.S.; Batulin, Yu.M.; Grandberg, I.I.; Kost, A.N. Farmakol. i Toksikol. 1962, 25, 27; Chem. Abstr. 1962, 57, 14388d;
7. (b) Raevskii, K.S.; Batulin, Yu.M. Farmakol. i Toksikol. 1963, 26 (5), 551; Chem. Abstr. 1964, 60, 12562c.
8. (b) Raevskii, K.S.; Batulin, Yu.M. Farmakol. i Toksikol. 1963, 26 (5), 551; Chem. Abstr. 1964, 60, 12562c.
9. (a) Hernab, E.; Gabliks, J. Cancer Chemotheraphy Rept. 1961, 14, 85;
10. (b) Rich, S.; Horsfall, J.G. Phytophathology. 1952, 42, 457;
11. (c) Potts, K.T. In Comprehensive Heterocyclic Chemistry; Pergamon Press: Oxford, 1986; Vol. 5, Part 4A.
12. Richard, B.J.; Wendellynn, P.C. Eur. Pat. Appl. EP 177,242 (Cl. C07D231/22), 9 Apr. 1986; US Appl. 654,061, 25 Sep. 1984, 85pp; Chem. Abstr. 1986, 105, 148199d.
13. (a) Martin, J.R. Eur. Pat. Appl. EP 152,127 (Cl. C07D231/06) 28 Aug. 1985, US Appl. 580,963, 16 Feb. 1984, 170pp; Chem. Abstr. 1986, 105, 42787d;
14. (b) Susumu, Y.; Takuya, T.; Toshiaki, S.; Katsuyuki, M.; Takashi, I.; Toshihiko, O.; Tsutomu, N. Jpn. Kokai Tokkyo Koho JP 60,252,479[85,252,479], (Cl. C07D403/12), 13 Dec. 1985, Appl. 84/108,070, 28 May 1984, 11pp; Chem. Abstr. 1986, 105, 42846x.
15. (a) Bratenko, M.K.; Chornous, V.A.; Voloshin, N.P.; Vovk, M.V. Chem. Heterocycl. Compd. (N.Y.), 1999 (Pub. 2000), 35 (9), 1075-1077 (Eng), Consultants Bureau;
16. Tsutomu, I.; Kanji, T.; Hitoshi, S.; Yoshinori, T.; Katsutoshi, I. Jpn. Kokai Tokkyo Koho Jp. 01,168,672 [89,168,672] (Cl. C07D231/12), 04 Jul. 1989, Appl. 87/327, 207, 25 Dec. 1987; 5pp; Chem. Abstr. 1990, 112, 35851m;
17. (c) Chodankar, N.K.; Sequeira, S.; Seshadri, S. Dyes Pigm. 1986, 7 (3), 231-236;
18. (d) Kira, M.A.; Aboul-Enein, M.N.; Korkor, M.I. J. Heterocycl. Chem. 1970, 7, 25;
19. (e) Kira, M.A.; Nofal, Z.M.; Gadalla, K.Z. Tetrahedron Lett. 1970, 4215;
20. (f) Kira, M.A.; Abdel-Reaman, M.O.; Gadalla, K.Z. Tetrahedron Lett. 1969, 109;
21. (g) Selvi, S.; Perumal, P.T. Indian J. Chem. Soc. B 2000, 39B, 163.
22. Pawar, R.A.; Borse, A.P. J. Indian Chem. Soc. 1989, 66 (3), 203.