Carboxyl-substituted nitrogen heterocyclic ring and its preparation intermediate composition and application

PCT No. PCT/GB93/02350 Sec. 371 Date Oct. 6, 1995 Sec. 102(e) Date Oct. 6, 1995 PCT Filed Nov. 16, 1993 PCT Pub. No. WO94/13652 PCT Pub. Date Jun. 23, 1994A compound of formula (I): (I) where E is oxygen or sulphur; A is CR3 or N where R3 is hydrogen or hydrocarbyl; D completes a 5 or 6-membered non-aromatic heterocyclic ring which optionally contains additional heteroatoms selected from oxygen, nitrogen or sulphur and which is optionally substituted by an optionally substituted lower hydrocarbyl group, or an optionally substituted heteroaryl group; R1 and R2 are each independently hydrogen; optionally substituted lower hydrocarbyl, or optionally substituted heteroaryl, or R1 and R2 together with the nitrogen atom to which they are attached, form a heterocyclic ring; Z represents halogen optionally substituted lower hydrocarbyl, optionally substituted lower hydocarbyloxy, optionally substituted lower hydrocarbylthio, hydrocarbylsulphinyl or hydrocarbylsulphonyl, cyano, nitro, CHO, NHOH, ONR7'R7'', SF5; CO (optionally substituted lower hydrocarbyl), acylamino, COOR7, SO2NR8R9, CONR10R11, OR12 or NR13R14 where R7, R7', R7'', R8, R9, R10 and R11 are independently hydrogen or lower hydrocarbyl; R12 is hydrogen; SO2 lower hydrocarbyl or COR15; R13 and R14 are independently lower hydrocarbyl, lower hydrocarbyloxy or a group R12; R15 is OR16, NR17R18, hydrogen or lower hydrocarbyl; R16 is lower hydrocarbyl; R17 and R18 are independently hydrogen or lower hydrocarbyl; provided that when there are two or more substituents Z, they may be the same or different; and m is 0 or an integer from 1 to 5.