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US4318731A Expired / Lapsed US ⏱️ 0.0 years remaining

Δ2 -1,2,4-triazolin-5-one derivatives and herbicidal usage thereof

Assignee: Nihon Nohyaku Co Ltd
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Filing: 1980-06-24
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Granted: 1982-03-09
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Expires: 2000-06-24
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Abstract

Abstract A novel DELTA 2-1,2,4-triazolin-5-one derivative having a herbicidal activity, which is represented by the formula <IMAGE> wherein, R1 is a C1-C4 alkyl; R2 is a hydrogen atom, a C1-C6 alkyl group, or a C2-C4 alkenyl group; and X is a hydroxy group, a C1-C4 alkyl group, a C1-C6 alkyloxy group, an alkyloxyalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C1-C4, a C2-C4 alkenyloxy, or an alkyloxycarbonylalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C1-C4.

Inventors

  • 👤 Mitsuru Kajioka
  • 👤 Hitoshi Kurono
  • 👤 Katsumasa Okawa
  • 👤 Tatsuo Harada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 19:10
CPC Classifications
A; A01; A01N; A01N43/00; A01N43/64; A01N43/647; A01N43/653; C; C07; C07D; C07D249/00; C07D249/02; C07D249/08; C07D249/10; C07D249/12

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 120 words
A Δ 2 -1,2,4-triazolin-5-one derivative represented by the formula ##STR11## wherein R 1 is a C 1 -C 4 alkyl; R 2 is a hydrogen atom, a C 1 -C 6 alkyl group or a C 2 -C 4 alkenyl group; and X is a hydroxy group, a C 1 -C 4 alkyl group, a C 1 -C 6 alkyloxy group, an alkyloxyalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 , a C 2 -C 4 alkenyloxy, or an alkyloxycarbonylalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 .
Claim 2
Dependent Claim 120 words
A Δ 2 -1,2,4-triazolin-5-one derivative represented by the formula ##STR11## wherein R 1 is a C 1 -C 4 alkyl; R 2 is a hydrogen atom, a C 1 -C 6 alkyl group or a C 2 -C 4 alkenyl group; and X is a hydroxy group, a C 1 -C 4 alkyl group, a C 1 -C 6 alkyloxy group, an alkyloxyalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 , a C 2 -C 4 alkenyloxy, or an alkyloxycarbonylalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 .
Claim 3
Dependent Claim 45 words
A Δ 2 -1,2,4-triazolin-5-one derivative of claim 1, wherein R 1 is a C 1 -C 4 alkyl group; R 2 is a C 1 -C 4 alkyl group or allyl group; and X is a C 1 -C 4 alkyloxy, methoxymethoxy, or allyloxy group.
Claim 4
Dependent Claim 3 words
1-(2,4-dichloro-5-allyloxyphenyl)-3-isopropyl-4-methyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 5
Dependent Claim 3 words
1-(2,4-dichloro-5-allyloxyphenyl)-3-isopropyl-4-methyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 6
Dependent Claim 3 words
1-(2,4-dichloro-5-isopropyloxyphenyl)-3-methyl-4-ethyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 7
Dependent Claim 3 words
1-(2,4-dichloro-5-isopropyloxyphenyl)-3-methyl-4-ethyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 8
Dependent Claim 3 words
1-(2,4-dichloro-5-isopropyloxyphenyl)-3-methyl-4-allyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 9
Dependent Claim 3 words
1-(2,4-dichloro-5-isopropyloxyphenyl)-3-methyl-4-allyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 10
Dependent Claim 3 words
1-(2,4-dichloro-5-methoxymethoxyphenyl)-3-methyl-4-allyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 11
Dependent Claim 3 words
1-(2,4-dichloro-5-methoxymethoxyphenyl)-3-methyl-4-allyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 12
Dependent Claim 135 words
A herbicidal composition comprising an herbicidally effective amount of a Δ 2 -1,2,4-triazolin-5-one derivative and a diluent, said derivative being represented by the formula ##STR12## wherein, R 1 is a C 1 -C 4 alkyl; R 2 is a hydrogen atom, a C 1 -C 6 alkyl group, or a C 2 -C 4 alkenyl group; and X is a hydroxy group, a C 1 -C 4 alkyl group, a C 1 -C 6 alkyloxy group, an alkyloxyalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 , a C 2 -C 4 alkenyloxy, or an alkyloxycarbonylalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 .
Claim 13
Dependent Claim 135 words
A herbicidal composition comprising an herbicidally effective amount of a Δ 2 -1,2,4-triazolin-5-one derivative and a diluent, said derivative being represented by the formula ##STR12## wherein, R 1 is a C 1 -C 4 alkyl; R 2 is a hydrogen atom, a C 1 -C 6 alkyl group, or a C 2 -C 4 alkenyl group; and X is a hydroxy group, a C 1 -C 4 alkyl group, a C 1 -C 6 alkyloxy group, an alkyloxyalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 , a C 2 -C 4 alkenyloxy, or an alkyloxycarbonylalkyloxy group of which two alkyls may be same as or different from each other and each alkyl is of C 1 -C 4 .
Claim 14
Dependent Claim 40 words
A herbicidal composition of claim 7, wherein R 1 is a C 1 -C 4 alkyl; R 2 is a C 1 -C 4 alkyl or allyl; and X is a C 1 -C 4 alkyloxy, methoxymethoxy, or allyloxy group.
Claim 15
Dependent Claim 15 words
A herbicidal composition according to claim 7, wherein said active ingredient is 1-(2,4-dichloro-5-allyloxyphenyl)-3-isopropyl-4-methyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 16
Dependent Claim 15 words
A herbicidal composition according to claim 7, wherein said active ingredient is 1-(2,4-dichloro-5-isopropyloxyphenyl)-3-methyl-4-ethyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 17
Dependent Claim 15 words
A herbicidal composition according to claim 7, wherein said active ingredient is 1-(2,4-dichloro-5-isopropyloxyphenyl)-3-methyl-4-allyl-Δ 2 -1,2,4-triazolin-5-one.
Claim 18
Dependent Claim 15 words
A herbicidal composition according to claim 7, wherein said active ingredient is 1-(2,4-dichloro-5-methoxymethoxyphenyl)-3-methyl-4-allyl-Δ 2 -1,2,4-triazolin-5-one.

References Cited (Backward Citations)

US3290327A Cited
GB1068083A Cited
US3514466A Cited
DE2725148A1 Cited
JPS543071A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-03-08 1985-09-07 1986-03-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-03-08 1989-09-07 1990-03-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-03-08 1993-09-07 1994-03-09 $7700.00 Window Closed / Lapsed

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