PREPARATION OF HERBICIDAL 2-SUBSTITUTED- £1,2,4 TRIAZOLO £4,3-a PYRIDIN-3(2H)-ONES AND £1,2,4 TRIAZOLO £3,4-c £1,4 OXAZIN-3 (2H) - ONES AND NOVEL ALKYL 2-HYDRAZONOPIPERIDINE- 1-CARBOXYLATE AND 3-HYDRAZONOMORPHOLINE- 4-CARBOXYLATE INTERMEDIATES THEREFOR

摘要

A process for the production of a compound of the formula OQNNN Z(I) comprising heating compounds of the formula CO2R2 QNNN HZ(II) wherein Q is (R1)m (R1)n OR3 Q-1Q-2 R3ON W(R1)n or R4R5 OR3NW (R1)n Q-3Q-4 R1 is halogen, OH, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, C2-C6 alkenyloxy, C2-C6 alkenylthio, C2-C6 haloalkenyloxy, C2-C6 haloalkenylthio, C3-C6 alkynyloxy, C3-C6 alkynylthio, C3-C6 haloalkynloxy, C3-C6 haloalkynylthio, C2-C6 alkylcarbonyl, C2-C6 alkoxycarbonyl, C4-C8 alkenyloxycarbonyl, C3-C8 alkylcarbonylalkoxy, C3-C8 alkylcarbonylalkylthio C3-C8 alkoxycarbonylalkoxy, C3-C8 alkoxycarbonylalkylthio, C5-C8 alkenyloxycarbonylalkoxy, C5-C8 alkenyloxycarbonylalkylthio, phenoxy and phenylthio where the phenyl groups are optionally substituted with halogen; R2 is C1-C6 alkyl; R3 is H, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkoxyalkyl, C3-C6 alkenyl, O C3-C6 alkynyl and CH2CH-CH2; R4 is H, C1-C3 alkyl and halogen; R5 is H, halogen, C1-C3 alkyl, C1-C3 haloalkyl, cyclopropyl, vinyl, C2 alkynyl, CH, C(O)R6, C(O)2R6, C(O)NR6R7, CR8R9CN, CR8R9C(O)R6, CR8R9C(O)2R6 CR8R9C(O) NR6R7, CHR8OH, CHR8OC(O)R6 and OCHR8OC(O)NR6R7; R6 and R7 are independently H and C1-C4 alkyl; R8 and R9 are independently H and C1-C4 alkyl; W is O and S; Z is CH2 and O; m is 0 or an integer from 1 to 5; and n is 0, 1, 2 or 3; when m or n is greater than 1, R1 may be the same or independently selected from the defined substituents; at 0 to 150o C optionally in the presence of a solvent and an acid catalyst. The compounds of formula (II) are claimed as novel.