[N-acylindoline with phytotoxic activity. II].

A series of N-acyl derivatives of indoline (A) was prepared and studied for phytotoxic activity. The substances studied (Tables I and II, substanes I leads to XXXVIII) were mostly new compounds and were prepared from the appropriate indoline by condensation with acid chlorides and isocyanates. The biological tests consisted in pre- and post-emergence treatment in doses of 6 kg/ha or less of six common weeds and for two substances (XVIII, XIX) of other species of agricultural importance (Table III). The results show that N-methylcarbamoyl and N-dimethylcarbamoylindolines in which the indoline nucleus bears a halogen or alkyl substituent are highly active on absorption via the roots of foliage and have a wide spectrum of action. The compounds showing the highest phytotoxic activity in both pre- and post-emergence tests were 5Cl-N-(methylcarbamoyl)indoline (XVIII), 5Cl-N-(dimethylcarbamoyl)indoline (XIX) and 2CH3-N-(methylcarbamoyl) indoline (XXXIII).