摘要 |
<p>New o-phenylenediamine derivs are of formulae (I)-(III). In the formulae Ro is COCF2Y, Y is H, Cl, F, CHF2, 1-6 C percluoroalkyl or (CHZ)nCH2Z, Z are H or halogen, n = 0 or 1. R1 is H, COOY1, benzoyl, furoyl, naphthoyl or COAr, Y1 is 1-4C alkyl or phenyl, Ar is phenyl substd. by p halogen or NO2 gps. and q 1-4C alkyl or alkoxy gps. p = 0-2, q = 0 or 1; p + q = 1-3, R2 is Ro, R1, 1-8C alkanoyl, 3-4C alkenoyl, 314C alkynyl or halogenated 2-4C alkanoyl having at least one H, Cl, Br or I substituent in the alpha posn. R3 are halogen. R4 is NO2, R5 is CF3, CHF2, or CF2Cl in the meta posn. w.r.t. R4. R6 is 1-4C alkylsulphonyl in posn. 4 or 5 and in the meta posn. w.r.t. R4. m = 0-4, m +n = 1-4 in cpd. (I). When R1 or R2 is H, the ortho posn. w.r.t. NHR1 or NHR2 is occupied by a R3, R4, R5 or R6 gp. Cpds. (I)-(III) are selective herbicides, e.g. for control of crabgrass, pigweed, foxtail and velvet leaf in maize, cotton and soya crops. Cpds. (I) and (II) are insecticides and acaricides, and (II) also have systemic activity against animal ectoparasites (insects and ticks). Cpds. (II) also have anthelmintic activity and cpds. (I)-(III) have nematocidal activity. A typical cpd. is N'-trifluoroacetyl-3,4,5,6-tetrachloro-o-phenylenediamine. In an example this is prepd. by reacting 3,4,5,6-tetrachloro-olphenylenediamine with trifluoroacetic anhydride.</p> |