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Substituted 1,2,4-triazole derivatives

Assignee: Gruppo Lepetit SpA
•
Filing: 1976-09-03
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Granted: 1978-10-10
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Expires: 1996-09-03
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Abstract

Abstract New 1-alkyl-3,5-disubstituted-1,2,4-triazole derivatives of following formula I <IMAGE> I wherein R may represent phenyl; phenyl substituted by a radical selected from (C1-4)alkyl, e.g. methyl, ethyl, propyl, isopropyl, butyl, sec.-butyl, isobutyl or tert.-butyl, (C1-4)alkoxy, e.g. methoxy, ethoxy, propoxy, butoxy, isobutyloxy or tert.-butoxy, fluoro, chloro, bromo, nitro, amino, cyano, carbamoyl, carboxy, hydroxymethyl, methylenedioxy and trifluoromethyl; dichlorophenyl; dimethoxyphenyl; 3,4,5-trimethoxyphenyl; R1 may represent phenyl, phenyl substituted by a radical selected from (C1-4)alkyl as above defined, (C1-4)alkoxy as above defined; fluoro, chloro, bromo, hydroxymethyl, (C2-4)aliphatic acyloxymethyl, e.g. acetoxymethyl, propionyloxymethyl or butyryloxymethyl, carbamoyloxymethyl, bromomethyl and dimethylaminomethyl; dimethylphenyl; dimethoxyphenyl; phenyl contemporaneously substituted by o-hydroxymethyl and chloro; R2 represents a (C1-4)alkyl group as above defined; WITH THE PROVISO THAT R and R1 cannot simultaneously represent phenyl; WITH THE FURTHER PROVISO THAT, WHEN R is phenyl, R1 cannot be p-chlorophenyl; AND PROCESSES FOR THEIR PREPARATION.

Inventors

  • 👤 Amedeo Omodei-Sale
  • 👤 Giorgio Pifferi
  • 👤 Pietro Consonni
  • 👤 Alberto Diena
  • 👤 Bonaccorso Rosselli del Turco

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 23:15
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/02; C07D249/08; C07C; C07C243/00; C07C243/24; C07C243/38

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 109 words
A compound of formula ##STR56## wherein R may represent: phenyl; phenyl substituted by a radical selected from (C 1-4 )alkyl, (C 1-4 )alkoxy, fluoro, chloro, bromo, nitro, amino, cyano, carbamoyl, carboxy, hydroxymethyl, methylenedioxy and trifluoromethyl; dichlorophenyl; dimethoxyphenyl; 3,4,5-trimethoxyphenyl; R 1 may represent: phenyl; phenyl substituted by a radical selected from (C 1-4 )alkyl, (C 1-4 )alkoxy, fluoro, chloro, bromo, hydroxymethyl, (C 2-4 )alkanoyloxymethyl, carbamoyloxymethyl, bromomethyl and dimethylaminomethyl; dimethylphenyl; dimethoxyphenyl; phenyl substituted by o-hydroxymethyl and chloro; R 2 represents a (C 1-4 )alkyl group; with the proviso that R and R 1 cannot simultaneously represent phenyl; with the further proviso that, when R is phenyl, R 1 cannot be p-chlorophenyl.
Claim 2
Dependent Claim 109 words
A compound of formula ##STR56## wherein R may represent: phenyl; phenyl substituted by a radical selected from (C 1-4 )alkyl, (C 1-4 )alkoxy, fluoro, chloro, bromo, nitro, amino, cyano, carbamoyl, carboxy, hydroxymethyl, methylenedioxy and trifluoromethyl; dichlorophenyl; dimethoxyphenyl; 3,4,5-trimethoxyphenyl; R 1 may represent: phenyl; phenyl substituted by a radical selected from (C 1-4 )alkyl, (C 1-4 )alkoxy, fluoro, chloro, bromo, hydroxymethyl, (C 2-4 )alkanoyloxymethyl, carbamoyloxymethyl, bromomethyl and dimethylaminomethyl; dimethylphenyl; dimethoxyphenyl; phenyl substituted by o-hydroxymethyl and chloro; R 2 represents a (C 1-4 )alkyl group; with the proviso that R and R 1 cannot simultaneously represent phenyl; with the further proviso that, when R is phenyl, R 1 cannot be p-chlorophenyl.
Claim 3
Dependent Claim 31 words
A compound as defined in claim 1, wherein R and R 2 are defined as above and R 1 is the radical ##STR57## wherein R 3 may represent hydrogen or hydroxy.
Claim 4
Dependent Claim 48 words
A compound as defined in claim 1 wherein R represents phenyl; phenyl substituted by a radical selected from methyl, methoxy, fluoro, chloro, nitro and methylenedioxy; dichlorophenyl; dimethoxyphenyl or 3,4,5-trimethoxyphenyl; R 1 is the radical ##STR58## wherein R 3 is hydroxy, and R 2 stands for a methyl group.
Claim 5
Dependent Claim 47 words
A compound as defined in claim 1, wherein R represents phenyl; phenyl substituted by a radical selected from methyl, methoxy, trifluoromethyl, methylenedioxy, chloro and amino; dimethoxyphenyl or 3,4,5-trimethoxyphenyl; R 1 is the radical ##STR59## wherein R 3 represents hydrogen, and R 2 stands for a methyl radical.
Claim 6
Dependent Claim 10 words
A compound as defined in claim 1, which is 1-methyl-3-(3-chlorophenyl)-5-(o-tolyl)-1,2,4-triazole.
Claim 7
Dependent Claim 10 words
A compound as defined in claim 1, which is 1-methyl-3-(3-aminophenyl)-5-(o-tolyl)-1,2,4-triazole.
Claim 8
Dependent Claim 10 words
A compound as defined in claim 1, which is 1-methyl-5-(2-hydroxymethylphenyl)-3-(m-tolyl)-1,2,4-triazole.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-09 1982-04-10 1982-10-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-09 1986-04-10 1986-10-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-09 1990-04-10 1990-10-10 $7700.00 Window Closed / Lapsed

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