Abstract

Magda H. Abdellattif

DOI : http://dx.doi.org/10.13005/ojc/320164

A new series of Compounds of Saccharinyl Acetic acid Containing nucleus have been prepared via an improved synthetic procedure. Where saccharinyl moiety have been introduced to 4-benzylidine-2-methyl-1,3-oxazole-5-one in position 2 , compound (3) which has been reacted with nitrogen neucleophiles as hydrazine hydrate , phenyl haydrazine, aniline, p-toludine, m,p-aminobezoic acid to get compounds from (4-6). Also the reaction of compound (3) witharomatic substrate in presence of anhydrous AlCl₃ (Friedel – Crafts reaction) afforded acetamide derivative (7) via the elimination of arylidine group. Moreover saccharinyl acetic acid hydrazide (8) was refluxed in acetic anhydride to give benzisothiazole derivative (9), which reacted with carbon nuleophiles (Grignard reagent) to afford compound (10). But when compound (9) reacted with PCl₅/POCl₃ it gave compound (11) which reacted with urea and thiourea to give compound (12(a, and b)). Also the condensation of compound (9) with aromatic aldehyde gave compound (13).  Structures of all synthesized compounds were elucidated from I.R., ¹HNMR, mass-spectroscopy, and elemental analysis.

Saccharin; hydrazinehydrate; oxazole; imidazole; benzisothiazole

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