2-Amino-4-methyl-5-thiazolyl Alkyl Sulfide及びSulfoneの合成及び抗菌力について

抄録

2-Acetamido-4-methyl-5-thiazolyl alkyl sulfides (VII) and sulfones (VIII) were synthesized by routes shown in Chart 1 (b, c, d, e). In this reaction, halogenation of alkyl acetonyl sulfides (IV) gives α-halogen compounds (V), and, under some specific conditions, the sulfones (XI) also yield α-halogen compounds (XII), which condense with thiourea to form thiazole nucleus possessing alkyl sulfides and sulfones in the 5-position. Oxidation of alkyl acetonyl sulfides (IV), differing from that of aryl acetonyl sulfides, does not form (XI) but yields alkyl methyl sulfones (IX). In reaction (d), X₁ of m. p. 191° and acetate of m. p. over 350° are invariably obtained as by-products, whose structures are now under examination. Antibacterial tests of (VII) and (VIII) are given in Table I.