RU2222536C2 - Производные пиримидинилбензимидазола и триазинилбензимидазола и содержащий их фунгицид для сельского хозяйства/садоводства - Google Patents
Производные пиримидинилбензимидазола и триазинилбензимидазола и содержащий их фунгицид для сельского хозяйства/садоводства Download PDFInfo
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- WTZRQYJHRXQWTK-UHFFFAOYSA-N 2-pyrimidin-2-yl-1h-benzimidazole Chemical class N=1C2=CC=CC=C2NC=1C1=NC=CC=N1 WTZRQYJHRXQWTK-UHFFFAOYSA-N 0.000 title claims abstract 6
- 239000000417 fungicide Substances 0.000 title claims abstract 5
- 230000000855 fungicidal effect Effects 0.000 title claims 2
- 238000003898 horticulture Methods 0.000 title claims 2
- 125000005843 halogen group Chemical group 0.000 claims abstract 24
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 18
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 9
- 125000003277 amino group Chemical group 0.000 claims abstract 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 12
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 7
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 7
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 6
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000008059 anilinopyrimidines Chemical class 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- -1 ianogruppu Chemical group 0.000 claims 1
- NGCURIJPLVFJJH-UHFFFAOYSA-N n-phenyltriazin-4-amine Chemical compound C=1C=NN=NC=1NC1=CC=CC=C1 NGCURIJPLVFJJH-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 0 CCC*1cc(NC2=*C(*)CC(*I)=N2)c(*)cc1 Chemical compound CCC*1cc(NC2=*C(*)CC(*I)=N2)c(*)cc1 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
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- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Описываются производные пиримидинилбензимидазола и триазинилбензимидазола [I], представленные общими формулами
где А представляет N или CR3; каждый из R1 и R2 независимо представляет атом водорода, атом галогена, (C1-С6) алкильную группу, (С2-С6) алкенильную группу и так далее; R3 представляет атом водорода, (C1-С6) алкильную группу, (C1-C6) алкоксигруппу или атом галогена; R5 представляет аминогруппу, нитрогруппу и так далее; Х представляет атом водорода, атом галогена, нитрогруппу, цианогруппу и так далее; Y представляет атом галогена, нитрогруппу, цианогруппу, (C1-С6) алкильную группу и так далее; n = 0 или 1, 2, 3, фунгициды для сельского хозяйства, содержащие указанные производные в качестве активных ингредиентов и промежуточные соединения формулы [XV] для их получения. Технический результат - новые фунгициды для сельского хозяйства. 6 с. и 2 з.п.ф-лы, 70 табл.
где А представляет N или CR3; каждый из R1 и R2 независимо представляет атом водорода, атом галогена, (C1-С6) алкильную группу, (С2-С6) алкенильную группу и так далее; R3 представляет атом водорода, (C1-С6) алкильную группу, (C1-C6) алкоксигруппу или атом галогена; R5 представляет аминогруппу, нитрогруппу и так далее; Х представляет атом водорода, атом галогена, нитрогруппу, цианогруппу и так далее; Y представляет атом галогена, нитрогруппу, цианогруппу, (C1-С6) алкильную группу и так далее; n = 0 или 1, 2, 3, фунгициды для сельского хозяйства, содержащие указанные производные в качестве активных ингредиентов и промежуточные соединения формулы [XV] для их получения. Технический результат - новые фунгициды для сельского хозяйства. 6 с. и 2 з.п.ф-лы, 70 табл.
Description
Текст описания в факсимильном виде (см. графическую часть)0
Claims (8)
1. Производное пиримидинилбензимидазола или триазинилбензимидазола, представленное общей формулой [I]
где А представляет N или CR3;
каждый из R1 и R2 независимо представляет атом водорода, атом галогена, (C1-С6)алкильную группу, (С2-С6)алкинильную группу, (С3-С6)циклоалкильную группу, (C1-C4)галогеналкильную группу, (C1-С6)алкоксигруппу, (С2-С6)алкенилоксигруппу, (С2-С6)алкинилоксигруппу, (С3-С6)циклоалкосигруппу, (C1-C4)галогеналкоксигруппу, циано(C1-C4)алкоксигруппу, (C1-C4)алкокси(C1-C4)алкилоксигруппу, (С3-С6)циклоалкил (C1-C4)алкоксигруппу, (C1-С6)алкилтиогруппу, феноксигруппу (указанная группа может быть замещена (C1-C4)алкоксигруппой), фенильную группу, ди(C1-C4)алкиламино группу, цианогруппу или (C1-C6)алкилсульфонильную группу;
R3 представляет атом водорода, (C1-C6)алкильную группу, (C1-С6)алкоксигруппу или атом галогена;
Х представляет атом водорода, атом галогена, цианогруппу, нитрогруппу, (C1-C6)алкильную группу, (С3-С6)циклоалкильную группу, бензильную группу (указанная группа может быть замещена атомом галогена, (C1-C4)алкильной группой), (C1-C6)алкоксигруппу, (C1-С6)алкилтиогруппу, (C1-С6)алкилсульфонильную группу, (C1-C4)алкокси(C1-C4)алкильную группу, (C1-C4)галогеналкильную группу, аминогруппу, моно(C1-C4)алкиламиногруппу, ди(C1-C4)алкиламиногруппу или фенильную группу (указанная группа может быть замещена атомом галогена);
Y представляет атом галогена, нитрогруппу, цианогруппу, (C1-C6)алкильную группу, (C1-С6)алкоксигруппу, (C1-C4)галогеналкоксигруппу, (C1-C4)галогеналкильную группу, (C1-C4)алкилкарбонильную группу, (C1-C4)алкоксикарбонильную группу, бензоильную группу, фенильную группу; n равно 0 или целому числу от 1 до 3.
2. Производное пиримидинилбензимидазола по п.1, где А в вышеуказанной формуле [I] представляет CR3.
3. Производное триазинилбензимидазола по п.1, где А в вышеуказанной формуле [I] представляет N.
4. Производное пиримидинилбензимидазола, представленное вышеуказанной общей формулой [1], где А представляет CR3, каждый из R1 и R2 независимо представляет атом водорода, атом галогена, (C1-C6)алкильную группу, (С2-С6)алкинильную группу, (С3-С6)циклоалкильную группу, (C1-C4)галогеналкильную группу, (C1-C6)алкоксигруппу, (C2-C6)алкенилоксигруппу, (С2-С6)алкинилоксигруппу, циано(C1-C4)алкилоксигруппу, цианогруппу, (C1-С6)алкилсульфонильную группу, R3 представляет атом водорода, (C1-С6) алкильную группу, (C1-С6) алкоксигруппу или атом галогена, Х представляет атом водорода, атом галогена, цианогруппу, нитрогруппу, (C1-C6)алкильную группу, (С3-С6)циклоалкильную группу, бензильную группу (указанная группа может быть замещена атомом галогена, (C1-C4)алкильной группой), (C1-С6)алкоксигруппу, (C1-С6)алкилтиогруппу, (C1-C6)алкилсульфонильную группу, (C1-C4)алкокси(C1-C4)алкильную группу, (C1-C4)галогеналкильную группу, аминогруппу, моно(C1-C4)алкиламиногруппу, ди(C1-C4)алкиламиногруппу или фенильную группу (указанная группа может быть замещена атомом галогена), Y представляет атом галогена, цианогруппу, (C1-С6)алкильную группу, (C1-С6) алкоксигруппу, (C1-C4) галогеналкоксигруппу, (C1-C4)галогеналкильную группу, (C1-C4)алкоксикарбонильную группу, бензоильную группу, фенильную группу, n равно 0 или целому числу от 1 до 3.
5. Производное триазинилбензимидазола, представленное вышеуказанной общей формулой [I], где А представляет N, каждый из R1 и R2 независимо представляет (C1-С6)алкильную группу, (С3-С6)циклоалкильную группу, (C1-С6)алкоксигруппу, (С2-С6)алкенилоксигруппу, (C1-C4)галогеналкоксигруппу, (C1-C4)алкокси(C1-C4)алкилоксигруппу, феноксигруппу (указанная группа может быть замещена (C1-C4)алкоксигруппой), (С3-С6)циклоалкил(C1-C4)алкоксигруппу, (C1-С6)алкилтиогруппу, фенильную группу, диалкиламиногруппу, Х представляет атом водорода, атом галогена, (C1-С6)алкильную группу, (C1-С6)алкилтиогруппу, (C1-C4)алкокси(C1-C4)алкильную группу, (C1-C4)галогеналкильную группу, аминогруппу, моно(C1-C4)алкиламиногруппу, ди(C1-C4)алкиламиногруппу, Y представляет атом галогена, нитрогруппу, цианогруппу, (C1-С6)алкильную группу, (C1-C6)алкоксигруппу, (C1-C4)галогеналкокси группу, (C1-C4)галогеналкильную группу, (C1-C4)алкилкарбонильную группу, (C1-C4)алкоксикарбонильную группу, n равно 0 или целому числу от 1 до 3.
6. Производное анилинотриазина, представленное общей формулой [XV]:
где R1 и R2 независимо представляют (C1-C6)алкильную группу, (С3-С6) циклоалкильную группу, (C1-C6) алкоксигруппу, (С2-С6) алкенилоксигруппу, (С3-С6)циклоалкил(C1-C4)алкоксигруппу, (C1-C6)алкилтиогруппу, фенильную группу;
R5 представляет аминогруппу, нитрогруппу или -NHCOX;
Х представляет (C1-C6)алкильную группу, (С2-С6)алкенильную группу, (С3-С6) циклоалкильную группу, бензильную группу (указанная группа может быть замещена атомом галогена, (C1-C4)алкильной группой), (C1-C4) галогеналкильную группу, (C1-C4)алкокси(C1-C4) алкильную группу или фенильную группу (указанная группа может быть замещена атомом галогена);
Y представляет атом галогена, цианогруппу, (C1-C6)алкильную группу, (C2-C6)алкинильную группу, (C1-С6)алкоксигруппу, (C1-C4)галогеналкоксигруппу, (C1-C4) алкоксикарбонильную группу; n равно 0 или целому числу от 1 до 3,
при условии, что когда R5 представляет нитрогруппу, каждый из R1 и R2, независимо представляет (C1-C6)алкильную группу, (С3-С6)циклоалкильную группу, (С2-С6)алкоксигруппу, (С3-С6)циклоалкил(C1-C4)алкоксигруппу, (C1-C6)алкилтиогруппу, фенильную группу.
7. Производное анилинопиримидина, представленное общей формулой [XVII]
где каждый из R1 и R2 независимо представляет атом водорода, (C1-C6) алкильную группу, (C1-C6)алкоксигруппу;
R3 представляет атом водорода;
Х представляет (С2-С6) алкенильную группу, бензильную группу (указанная группа может быть замещена атомом галогена, (C1-C4)алкильной группой), (C1-C4) галогеналкильную группу, фенильную группу (указанная группа может быть замещена атомом галогена);
Y представляет атом галогена, (C1-С6)алкоксигруппу, (C1-C4)галогеналкильную группу; n равно 0 или целому числу от 1 до 3.
8. Фунгицид для сельского хозяйства/садоводства, содержащий производное пиримидинилбензимидазола или триазинилбензимидазола по пп.1-4 или 5 в качестве активного ингредиента.
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AU755538B2 (en) | 2002-12-12 |
HUP0104171A2 (hu) | 2002-02-28 |
KR20010080976A (ko) | 2001-08-25 |
TR200101381T2 (tr) | 2002-05-21 |
CN1243002C (zh) | 2006-02-22 |
WO2000029404A8 (fr) | 2000-09-08 |
SK286264B6 (sk) | 2008-06-06 |
AU1180500A (en) | 2000-06-05 |
WO2000029404A1 (fr) | 2000-05-25 |
DE69927516D1 (de) | 2006-02-09 |
BR9915401A (pt) | 2001-08-14 |
US6872729B2 (en) | 2005-03-29 |
KR100631307B1 (ko) | 2006-10-04 |
HUP0104171A3 (en) | 2002-04-29 |
SK6152001A3 (en) | 2001-12-03 |
CN1333768A (zh) | 2002-01-30 |
PL194045B1 (pl) | 2007-04-30 |
PL347688A1 (en) | 2002-04-22 |
ATE305465T1 (de) | 2005-10-15 |
DE69927516T2 (de) | 2006-03-16 |
BR9915401B1 (pt) | 2011-04-19 |
EP1132387A1 (en) | 2001-09-12 |
EP1132387B1 (en) | 2005-09-28 |
IL143157A0 (en) | 2002-04-21 |
NZ511311A (en) | 2002-10-25 |
CA2350968C (en) | 2008-10-28 |
EP1132387A4 (en) | 2002-06-05 |
US20040023966A1 (en) | 2004-02-05 |
IL143157A (en) | 2010-11-30 |
US6576631B1 (en) | 2003-06-10 |
CA2350968A1 (en) | 2000-05-25 |
CZ20011466A3 (cs) | 2001-09-12 |
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