CA2202617C - Herbicides selectifs a base de carbamoyltriazolinones et d'heteroaryloxyacetamides - Google Patents

Herbicides selectifs a base de carbamoyltriazolinones et d'heteroaryloxyacetamides Download PDF

Info

Publication number: CA2202617C
Authority: CA; Canada
Prior art keywords: optionally substituted; cyano; alkyl; ethyl; alkoxy
Prior art date: 1994-10-17
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA 2202617

Other languages

English (en)

Other versions

CA2202617A1 (fr

Inventor

Hans Joachim Santel

Heinz Forster

Klaus-Helmut Muller

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bayer Intellectual Property GmbH

Original Assignee

Bayer AG

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1994-10-17

Filing date

1995-10-04

Publication date

2007-12-04

1994-10-17 Priority claimed from DE4437049A external-priority patent/DE4437049A1/de

1995-10-04 Application filed by Bayer AG filed Critical Bayer AG

1996-04-25 Publication of CA2202617A1 publication Critical patent/CA2202617A1/fr

2007-12-04 Application granted granted Critical

2007-12-04 Publication of CA2202617C publication Critical patent/CA2202617C/fr

2015-10-04 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

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HMNRTPKCBIBLHD-UHFFFAOYSA-N 5-oxo-4h-triazole-1-carboxamide Chemical class NC(=O)N1N=NCC1=O HMNRTPKCBIBLHD-UHFFFAOYSA-N 0.000 title claims abstract description 12
239000004009 herbicide Substances 0.000 title abstract description 12
150000001875 compounds Chemical class 0.000 claims abstract description 70
241000196324 Embryophyta Species 0.000 claims abstract description 21
230000002363 herbicidal effect Effects 0.000 claims abstract description 21
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 7
-1 alkinyloxy Chemical group 0.000 claims description 123
125000004093 cyano group Chemical group *C#N 0.000 claims description 29
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 26
229910052801 chlorine Inorganic materials 0.000 claims description 26
239000000460 chlorine Chemical group 0.000 claims description 26
229910052731 fluorine Inorganic materials 0.000 claims description 26
239000011737 fluorine Substances 0.000 claims description 26
125000001153 fluoro group Chemical group F* 0.000 claims description 26
229910052736 halogen Inorganic materials 0.000 claims description 26
150000002367 halogens Chemical group 0.000 claims description 26
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 25
125000000217 alkyl group Chemical group 0.000 claims description 24
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 23
239000000203 mixture Substances 0.000 claims description 23
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 23
125000003342 alkenyl group Chemical group 0.000 claims description 21
125000004432 carbon atom Chemical group C* 0.000 claims description 21
125000006193 alkinyl group Chemical group 0.000 claims description 20
125000003545 alkoxy group Chemical group 0.000 claims description 19
125000000753 cycloalkyl group Chemical group 0.000 claims description 18
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 18
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 18
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 18
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 16
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 16
229910052794 bromium Inorganic materials 0.000 claims description 16
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 16
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 12
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 10
125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims description 10
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
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125000000547 substituted alkyl group Chemical group 0.000 claims description 10
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125000004663 dialkyl amino group Chemical group 0.000 claims description 8
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
125000003710 aryl alkyl group Chemical group 0.000 claims description 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
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125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
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125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
125000004516 1,2,4-thiadiazol-5-yl group Chemical group S1N=CN=C1* 0.000 claims description 4
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125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 4
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Agricultural Chemicals And Associated Chemicals (AREA)

CA 2202617 1994-10-17 1995-10-04 Herbicides selectifs a base de carbamoyltriazolinones et d'heteroaryloxyacetamides Expired - Lifetime CA2202617C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DEP4437049.0		1994-10-17
DE4437049A DE4437049A1 (de)	1994-10-17	1994-10-17	Selektive Herbizide auf Basis von Carbamoyltriazolinonen und Heteroaryloxyacetamiden
PCT/EP1995/003906 WO1996011575A1 (fr)	1994-10-17	1995-10-04	Herbicides selectifs a base de carbamoyltriazolinones et d'heteroaryloxyacetamides

Publications (2)

Publication Number	Publication Date
CA2202617A1 CA2202617A1 (fr)	1996-04-25
CA2202617C true CA2202617C (fr)	2007-12-04

Family

ID=29403396

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2202617 Expired - Lifetime CA2202617C (fr)	1994-10-17	1995-10-04	Herbicides selectifs a base de carbamoyltriazolinones et d'heteroaryloxyacetamides

Country Status (1)

Country	Link
CA (1)	CA2202617C (fr)

1995
- 1995-10-04 CA CA 2202617 patent/CA2202617C/fr not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CA2202617A1 (fr)	1996-04-25

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US20100311589A1 (en)	2010-12-09	Carbamoyl triazolinone based herbicide combinations and method of use
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US5030272A (en)	1991-07-09	Selective herbicidal agents containing metamitron in combination with certain triazolinones
RU2269263C2 (ru)	2006-02-10	Синергетическое гербицидное средство, включающее 2-(4-тиокарбамоил-2-фтор-5-этилсульфониламино-фенил)-4-метил-5-трифторметил-2,4-дигидро-3н-1,2,4-триазол-3-он, и способ борьбы с нежелательными растениями
MXPA00007232A (en)	2001-07-03	Selective herbicides based on n-aryl- triazoline(thi)ons and n-arlysulfonylamino (thio)carbonyl- triazoline(thi) ons
MXPA01003365A (en)	2002-05-09	Selective herbicides based on a substituted phenyl sulfonyl amino carbonyl triazolinone

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