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US 6,297,251 B1Granted
Fungicidal trifluorophenyl-triazolopyrimidines
AssigneeAmerican Cyanamid Company
InventorsKlaus-Juergen Pees, Guido Albert
Life of this patent
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Abstract
The novel compounds of formula I: (R1, R2 and Hal are defined in the specification) show selective fungicidal activity. The new compounds are processed with carriers and adjuvants to fungicidal compositions.
Claims11
A compound of the formula I
- in which
- R1 and R2 each independently represent a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alkadienyl, haloalkyl, aryl, heteroaryl, cycloalkyl, bicycloalkyl or heterocyclyl group other than optionally substituted 2,2,2-trifluoroethyl groups, or
- R1 and R2 together with the interjacent nitrogen atom represent an optionally substituted heterocyclic ring, and
- Hal represents a halogen atom,
- provided that Hal is other than chlorine when R1 represents a straight or branched C1-C6-alkyl or C3-C6-cycloalkyl group and R2 represents a hydrogen atom or when R1 and R2 together with the interjacent nitrogen atom represent a piperidine group optionally substituted with one or two C1-C6-alkyl groups.
2 more elements
A process for the preparation of a compound of formula I
- in which
- R1 and R2 each independently represent a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alkadienyl, haloalkyl, aryl, heteroaryl, cycloalkyl, bicycloalkyl or heterocyclyl group other than optionally substituted 2,2,2-trifluoroethyl groups, or
- R1 and R2 together with the interjacent nitrogen atom represent an optionally substituted heterocyclic ring, and
- Hal represents a halogen atom
- which comprises treating a compound of the formula II
- in which
- Hal is as defined above,
- with an amine of the formula III
- in which
- R1 and R2 are as defined above,
- to produce a compound of formula I.
8 more elements
A compound of formula II
- in which
- Hal is a halogen atom.
5,7-Dihydroxy-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine.
5-chloro-7-(N-3-chlorotricyclo[2.2.1.02,6]hept-5-ylaminio)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5a]pyrimidine.
Dependencies are inferred from the claim text.