Synthesis, characterization and herbicidal activity of new thiazoline derivatives

A series of new thiazoline derivatives 2-alkyl(aryl) imino-4-amino-5-ethoxycarbonyl-3-phenyl-3Hthiazoline (3) and bis(2-imino-4-amino-5-ethoxycarbonyl-3-phenyl-3H-thiazoline alkylene (4) have been synthesized by reactions of intermediate 4-amino-5-ethoxycarbonyl-2-methylthio-3-phenyl-3H-thiazolinium sulphate (2) with alkylamines or arylamine in 64%-89% yields. The structures of 3 and 4 have been confirmed by 1H NMR, EI-MS, IR spectroscopy and elemental analyses. Some compounds exhibited high or moderate herbicidal activities against the roots of rapeseed and barnyard grass at 100 mg/L.