C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 405/12 (2006.01) A01N 43/54 (2006.01) C07C 69/88 (2006.01) C07C 69/94 (2006.01) C07C 323/62 (2006.01) C07D 213/79 (2006.01) C07D 239/28 (2006.01) C07D 239/60 (2006.01) C07D 303/16 (2006.01) C07D 305/06 (2006.01) C07D 307/04 (2006.01) C07D 307/12 (2006.01) C07D 309/02 (2006.01) C07D 309/06 (2006.01) C07D 313/04 (2006.01) C07D 317/10 (2006.01) C07D 317/24 (2006.01) C07D 319/04 (2006.01) C07D 319/06 (2006.01) C07D 321/06 (2006.01) C07D 401/12 (2006.01) C07D 405/14 (2006.01)
Patent
CA 2041615
ABSTRACT OF THE DISCLOSURE A pyrimidine derivative having the formula, Image (1) wherein A is C3-C8 cycloalkyl C1-C6 alkyl, C3-C8 cycloalkyl C1-C6 alkyl substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxy- carbonyl and halogen, C3-C6 oxacycloalkyl C3-C6 oxacycloalkyl substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, C3-C6 oxacycloalkyl C1-C6 alkyl, C3-C6 oxacyclo- alkyl C1-C6 alkyl substituted with at least one member selected from the group consisting of C1-4 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, C3-C5 dioxacycloalkyl, C3-C5 dioxacycloalkyl substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, C2-C5 dioxa- cycloalkyl C1-C6 alkyl or C2-C5 dioxacycloalkyl C1-C6 alkyl substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen; each of R1 and R2, which may be the same or differnt, is C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy or halogen; X is oxygen or sulfur; Z is nitrogen or CY4; each of Y1, Y2 and Y3, which may be the same or different, is hydrogen, halogen, C1-C6 alkyl or C1-C6 alkoxy; and Y4 is hydrogen, hydroxyl, mercapto, nitro, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, C3-C6 alkenyloxy, C3-C6 alkynyloxy, halo C1-C6 alkyl, halo C2-C6 alkenyl, halo C2-C6 alkynyl, halo C1-C6 alkoxy, halo C3-C6 alkenyloxy, halo C3-C6 alkynyloxy, C1-C6 alkoxy C1-C6 alkyl, C3-C6 alkenyloxy C1-C6 alkyl, C3-C5 alkynyloxy C1-C6 alkyl, cyano, formyl, carboxyl, C1-C6 alkoxycarbonyl, C3-C6 alkenyloxycarbonyl, C3-C6 alkynyloxycarbonyl, phenyl, phenyl substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, phenoxy, phenoxy substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, phenylthio, phenylthio substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, benzyloxy, benzyloxy substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-4 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxy- carbonyl and halogen, benzylthio, benzylthio substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkyl, C1-C6 alkoxycarbonyl and halogen, Image , wherein each of R5 and R6, which may be the same or different, is hydrogen, C1-C6 alkyl, C3-C6 alkenyl or C3-C6 alkynyl, Image , wherein R5 and R6 are as defined above, Image , wherein R7 is C1-C6 alkyl, C3-C6 alkenyl or C3-C6 alkynyl and m is an integer of 0, 1 or 2, and X is as defined above, Image , wherein R7 and X are as defined above, or Image , wherein R7 and m are as defined above, and n is an integer from 1 to 4 is prepared by (A) a method which comprises reacting a compound having the formula, Image wherein A, X, Z, Y1, Y2 and Y3 are as defined above, with a compound having the formula, Image , wherein each of R1 and R2 are as defined above; W is halogen or Image , wherein R8 is C1-C6 alkyl, benzyl or benzyl substituted with at least one member selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halogen or nitro; and m is an integer of 0, 1 or 2; (B) a method which comprises the steps of (i) reacting a carboxylic acid derivative having the formula, Image wherein X, z, Y1, Y2, Y3, R1 and R2 are as defined above, with an acid-halogenating agent or an active esterifying agent to obtain a reaction product; and (ii) reacting the reaction product with an alcohol derivative having the formula, HO-A wherein A is as defined above; or (C) a method which comprises reacting an unesterified pyrimidine derivative having the formula, Image wherein X, Z, Y1, Y2, Y3, R1 and R2 are as defined above, with a halide having the formula, W3-A, wherein A is as defined above, and W3 is halogen. The pyrimidine derivative can be incorporated as an active ingredient into a herbicidal composition together with an inert carrier or a diluent. The herbicidal composition shows a high herbicidal activity.
Hirata Naonori
Hiratsuka Mitsunori
Saitoh Kazuo
Shibata Hideyuki
Marks & Clerk
Sumitomo Chemical Co. Ltd.
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