.J. Indian Chern. Soc., Vol. 72, November 1995, pp. 825-827 Synthesis of some New Pyrazole and Isoxazole Derivatives of Sulphonamides RAJEEV JAIN*. D. D. AGARWAL and M. DAMODHARAN Sehoul of Studies in Jiwaji University, Gwalior-474 011 Manu.1cript recei1•ed 9 March 1992. rel'ised 23 May 1994, accepted 15 June 1994 (I) (uJ 13c -fl li I NaN02 I 6 N HCI F( IR 1- l , R i e In) PhCOCH2 C:JPh ICH 3 C0 2 Nr lui) Ph NHNH2 If OAC I iv' .Jfi 2oH ,HI I I C02Na 0 II H- • YN CHJ c - CH:J- c:;H- d = I-2N- C- • - f'N '(I NJ' Scheme 1 NOTE Since the last five decades pyrazole ring has attracted much atlention as dyes and drugs. A number ot pyrazole derivatives have been synthesised as poten- tial antibiotics, antidiabetics, antineoplastics, bacteriostatics, fungicidals and hacteriocidals 1 . Ste- roidal compounds whose structures include pyrazole rings are of interest as possible psychopharmacologi- cal agents2. Pyrimidinopyrazoles have been studied in the tight agrunst cancer'. Synthesis of model !>ys- tcms analogous to histamine led to the pharmacologi- • cally interesting aminoethylpyrazoles 4 . Likewise, com- pounds having azo/hydrazono groups have exhibited a variety of biological activities 5 . Sulphonamides are of much importance in chemotherapy 6 . A series of a.r.o dyes 7 have been synthesised by diazotis111g sulphona- nudcs and coupling with monopolyphcnols with or without amino 01 alkyl groups. lsoxa7nlcs arc well known f()l their medicinal propcrties 8 . 3,5-Dnncthyl- isoxa/ole9 is a potential hypoglycemic agent. Keep- ing in view the impm1rull hwlogical activities di1.playcd hysu1phonamidcs, pyra/ole/isoxazolc and at:o group, il was considt•red worthwhile to synthesise some a/o derivatives ot having pyrazole/ isoxa10lc moiety. Azopyrazoles and a/Oboxamles of sulphonamides have been synthesised in two stages (Scheme 1). In the first stage, the sulphonamnyl hydramnes Oa-t) were synthe11ised hy the coupltng ot sulphonanudes with I ,3-diphcnyl-1 In the second stage, these were reacted wtth phcnylhydra11ne and hydroxylannne hydrochloride separately to produce at.opyrazoles (2a-f) and at.oisoxamles (3a-D respectively, in good ytelds. The of these compounds were established on the hasts of elemental and spectral analyses. For hydrazoncs the following two structures (I, II) ru·c possible : (l) (II) R = Ill Sd1Cme From the adsorption hand at 1 680 em 1 , tor X25