Site selectivity in reactions of hydrazonoyl halides with ketene-N,S-acetals

Synthesis and Characterization of Bisimidazoles, Bistriazoles, Bisthiadiazoles, and Bisthiazoles from Novel Bishydrazonoyl Dichlorides

“…Preparation of N,N′-(1,3-phenylene)bis(2-oxopropanehydra zonoyl chloride) (5); N,N′-(thiobis(1,4-phenylene))bis(2oxopropanehydrazonoyl chloride) (6); and N,N′-(sulfonyl)bis(1,4-phenylene))bis(2-oxopropanehydrazonoyl chloride) (7). Sodium acetate trihydrate (1.3 g, 10 mmol) was added to a stirred solution of 3-chloro-2,4-pentanedione 1 (1.34 g, 10 mmol) in ethanol (100 mL).…”

“…In recent years, interest in the chemistry of hydrazonoyl halides compounds has been renewed because of the development of novel synthetic routes and their use synthons for compounds that found many applications [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16]. In addition, they have been found diverse biological activities such as anthelmintic [17], antiviral [18], antiarthropodal [19], antimicrobial [20], herbicida [21], antisarcoptic [22], insecticidal [23], and acaricidal [24].…”