Patent US2661269A successfully refreshed from Google Patents.
EP0052424A2
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Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them
Assignee: Imperial Chemical Industries Ltd
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Filing: 1981-10-16
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Granted: —
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Expires: 2001-10-16
Abstract
Abstract Compounds of the formula: <CHEM> wherein R<1> is -CH=CH-X, -C IDENTICAL C-X or -CH2-CH2-X where X is H, alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl or optionally substituted aryl, aralkyl, aryloxyalkyl, or heterocycle; R<2> is alkyl, cycloalkyl or optionally substituted aryl; Z is Cl, CN or OR<3> where R<3> is H, acetyl, alkyl, alkenyl or aralkyl; Y is =N- or =CH-; and their acid addition salts and metal complexes. The compounds have fungicidal activity.
Inventors
- 👤 Balasubramanyan Sugavanam
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-31 01:55
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; A01N43/64; A01N43/647; A01N43/653; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08; C07D303/00; C07D303/02; C07D303/08
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
87 words
Triazole and imidazole compounds having the general formula (I): wherein R 1 is -CH=CH-X, -C = C-X or -CH 2 -CH 2 -X where X is H, alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl or optionally substituted aryl, aralkyl, aryloxyalkyl, or heterocycle; and R 2 is alkyl, cycloalkyl (e.g. cyclopropyl, , cyclopentyl, or cyclohexyl) or optionally substituted aryl; Z is Cl, CN or OR 3 where R 3 is H , acetyl, alkenyl or aralkyl; Y is = N - or =CH-; and acid addition salts and metal complexes thereof.
Claim 2
Dependent Claim
87 words
Triazole and imidazole compounds having the general formula (I): wherein R 1 is -CH=CH-X, -C = C-X or -CH 2 -CH 2 -X where X is H, alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl or optionally substituted aryl, aralkyl, aryloxyalkyl, or heterocycle; and R 2 is alkyl, cycloalkyl (e.g. cyclopropyl, , cyclopentyl, or cyclohexyl) or optionally substituted aryl; Z is Cl, CN or OR 3 where R 3 is H , acetyl, alkenyl or aralkyl; Y is = N - or =CH-; and acid addition salts and metal complexes thereof.
Claim 3
Dependent Claim
42 words
Triazole and imidazole compounds according to claim 1 wherein X and R 2 , which may be the same or different, are alkyl or cycloalkyl groups containing from up to 6, especially up to 4, carbon atoms, phenyl, halophenyl, alkylphenyl or alkoxyphenyl.
Claim 4
Dependent Claim
40 words
Compounds according to claim 1 or 2 wherein X and R 2 are butyl, especially t-butyl, or phenyl optionally substituted at the 2- or 4- positions, or at both positions, with chloro-, fluoro-, C 1-4 alkyl, or C 1-4 alkoxy.
Claim 5
Dependent Claim
12 words
Compounds according to any of claims 1 to 3 which are triazoles.
Claim 6
Dependent Claim
2 words
The compound:
Claim 7
Dependent Claim
2 words
The compound:
Claim 8
Dependent Claim
2 words
The compound:
Claim 9
Dependent Claim
2 words
The compound:
Claim 10
Dependent Claim
112 words
A process for preparing compounds as defined in any of claims 1 to 5 wherein R 1 is -CH 2 -CH 2 -X or -CH=CH-X which comprises bringing into reaction a compound of general formula (II) or (III): in which R 1 , R 2 and Z are as defined above and Hal.is a halogen atom (preferably a chlorine or bromine atom), with 1,2,4-triazole or imidazole either in the presence of an acid-binding agent or in the form of one of its alkali metal salts in a convenient solvent; and thereafter, if necessary, to prepare compounds wherein R 1 is -CH 2 -CH 2 -X, subjecting the compounds produced to catalytic hydrogenation.
Claim 11
Dependent Claim
61 words
A process according to claim 7 wherein the compound of general formula (II) or (III) is reacted at 20-l00°C with the sodium salt of 1,2,4-triazole or imidazole in a ccnvenient solvent such as acetonitrile, methanol, ethanol or dimethylformamide and thereafter if necessary, isolating the product by pouring the reaction mixture into water and recrystallising the solid formed from a convenient solvent.
Claim 12
Dependent Claim
64 words
A process for preparing compounds as defined in any of claims 1 to 4 and 6 and wherein R 1 is -C= C - X which comprises bringing into reaction an α-1,2,4-triazol-1-yl ketone of general formula: with a metal salt of an acetylene of general formula: in an.inert atmosphere at low temperature and working up ' the product by quenching with a proton donor.
Claim 13
Dependent Claim
51 words
A process for preparing compounds as defined in any of claims 1 to 4 and 6 wherein R 1 is -C=C-X which comprises bringing into reaction an acetylenic ketone of general formula: into reaction with a sulphur ylid of general formula: and reacting the resultant epoxide with an appropriate azolyl salt.
Claim 14
Dependent Claim
37 words
A fungicidal composition or plant growth regulating comprising, as an active ingredient, a compound, or a salt or metal complex thereof, as defined in any of claims 1 to 6, together with a carrier or diluent thereof.
Claim 15
Dependent Claim
67 words
The invention also provides a method of combating fungal diseases in a plant, or regulating the growth of a plant, which method comprises applying to the plant, to seed of the plant, or to the locus of the plant or seed, a compound or a salt or metal complex thereof as defined in any of claims 1 to 6 or a composition as defined in claim 11.
Claim 16
Dependent Claim
30 words
Compounds of general formula (II) and (III) wherein R 1 , R 2 , Z are as defined in any of claims to 3 and Hal is a halogen atom.
References Cited (Backward Citations)
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