| abstract |
(A)A5-membered heteroaromatic chloroacetamide deriv. of formula (I) is new. (where Ar is a 5-membered heteroaromatic gp. contg. 1 or 2 ring heteroatoms chosen from O, S and N, and bonded via a ring C atom to the N atom of the N(Y)COCH2Cl gp., and where if Ar is pyrazolyl, N(Y)COCH2Cl is in the 4-position; Y is allene, CH2CH=C=CH2, 1-8C alkyl, 3-8C alkenyl, 3-8C alkinyl, 3-8C cycloalkyl, 5-8C cycloalkenyl, 3-8C cycloalkyl, 1-5C alkyl, these hydrocarbyl gps. being opt. substd. by F, Cl, or Br; or Y is CGR1COY1, R2A3, A-OR3, CHR5CHR5=NOR4 or CHR6NMeCOMe; R1 is H or 1-5C alkyl; Y1 together with the CO gp. to which it is attached forms an ester or amide gp.; R2 is CH2 or CH2CH2 each opt. substd. by 1-5C alkyl (Editor - not in spec. have assumed alkyl) A3 is a heteroaromatic ring chosen from a di- or tri-azole bonded via a ring N to R2, a5-membered heteroring contg. 1-3, O, S and/or N heteroatoms, and bonded via a ring C to R2, pyrimidine, 2-oxo-1-pyrrolidinyl in which a CH2 gp. is opt. replaced by O, S or NMe, and 5-oxo and/or bicyclic benz(c) bonded derivs. such as 2-oxo-1-pyrrolidinyl gps.; R3 is H, 1-8C alkyl, 3-8C alkenyl, 3-8C alkinyl, 3-8C cycloalkyl, 5-8C cycloalkenyl, 3-8C cycloalkyl 1-5C alkyl (these hydrocarbyl gps. being opt. substd.) or N=CR4R4' R4 is 1-5C alkyl, 3-5C alkenyl, 3-5C alkinyl, 3-8C cycloalkyl, 3-8C cycloalkenyl, 3-8C cycloalkyl, 1-5C alkyl (these hydrocarbyl gps. being opt. substd. by F, Cl, or Br) or allene; R4' is H or as R4; A is hydrocarbyl gp. bonded with R3 to form heteroring contg. 1 or 2 O heteroatoms so that the N and O atoms are joined by A and are sepd. by up to 3C atoms; R5 and R5' are each H or Me or together form (CH2)3 or (CH2)4; R6 is H or 1-3C alkyl). (B) The intermediate heterocyclic cpds. (II) and (III) are also new (where R7 is COCH2OH or H). (I) are selective herbicides used in e.g. soya, cotton, etc.n[FR2523967A1] |