pounds. Part 10. 3-Aryl-2-chloropropanals as Reagents for the Synthesis of 2-Amino-1,3-thiazole Derivatives. -Chloroarylation is a general reaction for different diazonium salts. The reactions of toluene-and methoxybenzenediazonium chlorides (Ia), (Ib) and (Id) with acrolein (II) are carried out in aqueous acetone in the presence of a copper catalyst to give the best yields of the corresponding propanals. To reduce the formation of tarry products by side aldol condensation processes, the reactions of salts (Ic), (Ie) and (If) with (II) are performed in a two-phase system. Heterocyclization of propanals (III) with thiourea (IV) is not accompanied by elimination of hydrogen chloride with formation of substituted cinnamaldehydes, and the title derivatives (V) are obtained in high yields. Acylation of aminothiazoles (V) occurs at a high rate and with high selectivity at the exocyclic nitrogen atom. Aminothiazoles (VIII) are also fused with phthalic anhydride (IX). -(OBUSHAK, N. D.; MATIICHUK, V. S.; VASYLYSHIN, R. Y.; OSTAPYUK, Y. V.; Russ. J. Org. Chem. 40 (2004) 3, 383-389; Ivan Franko State Univ., L'viv 290005, Ukraine; Eng.) -H. Hoennerscheid 43-125
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.