RU2019113769A - Молекулы, применимые в качестве пестицидов, и связанные с ними промежуточные продукты, композиции и способы - Google Patents

Молекулы, применимые в качестве пестицидов, и связанные с ними промежуточные продукты, композиции и способы Download PDF

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RU2019113769A
RU2019113769A RU2019113769A RU2019113769A RU2019113769A RU 2019113769 A RU2019113769 A RU 2019113769A RU 2019113769 A RU2019113769 A RU 2019113769A RU 2019113769 A RU2019113769 A RU 2019113769A RU 2019113769 A RU2019113769 A RU 2019113769A
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alkyl
group
haloalkyl
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cycloalkyl
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RU2019113769A3 (ru
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Рональд Дж. ХЕМСТРА
Рональд РОСС
Тимоти П. Мартин
Николас ВЕРМЕЛЕН
Джон Ф. Дэубл
Джозеф Д. ЭККЕЛЬБАРДЖЕР
Алекс НОЛАН
Кейтлин ГРЕЙ
Дэвид А. ДЕМЕТЕР
Рики ХАНТЕР
Тони К. ТРАЛЛИНГЕР
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ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
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Claims (80)

1. Молекула следующей формулы
Figure 00000001
Формула 1
в которой:
(A) R1 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, SF5 и (C1-C3)галогеналкил;
(B) R2 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, SF5 и (C1-C3)галогеналкил;
(C) R3 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, SF5 и (C1-C3)галогеналкил;
(D) R4 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, SF5 и (C1-C3)галогеналкил;
(E) R5 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, SF5 и (C1-C3)галогеналкил;
(F) R6 означает H;
(G) R7 выбран из группы, включающей F, Cl и Br;
(H) R8 выбран из группы, включающей F, Cl и Br;
(I) R9 означает H;
(J) Q1 выбран из группы, включающей O и S;
(K) Q2 выбран из группы, включающей O и S;
(L) R10 выбран из группы, включающей H, (C1-C3) алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)алкил-O(C1-C3)алкил и (C1-C3)алкил-OC(=O)(C1-C3)алкил;
(M) R11 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, (C1-C3)алкил, (C1-C3)галогеналкил и (C1-C3)алкоксигруппу;
(N) R12 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, (C1-C3)алкил, (C1-C3)галогеналкил и (C1-C3)алкоксигруппу;
(O) R13 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, (C1-C3)алкил, (C1-C3)галогеналкил и (C1-C3)алкоксигруппу;
(P) R14 выбран из группы, включающей H, F, Cl, Br, I, CN, NO2, (C1-C3)алкил, (C1-C3)галогеналкил и (C1-C3)алкоксигруппу;
(Q) X3 означает:
(1) N(R15a)(R15b), где
(a) указанный R15a выбран из группы, включающей H, (C1-C3)алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)галогеналкил, (C1-C3)алкилфенил, (C1-C3)алкил-O(C1-C3)алкил, (C1-C3)алкил-OC(=O)(C1-C3)алкил и C(=O)(C1-C3)алкил и
(b) указанный R15b означает замещенный или незамещенный фенил, указанный замещенный фенил содержит один или большее количество заместителей, выбранных из группы, включающей H, F, Cl, Br, I, CN, NO2, NH2, OH, SF5, (C1-C3)алкил, (C1-C3)галогеналкил, (C2-C3)алкенил, (C2-C3)галогеналкенил, (C1-C3)алкоксигруппу, (C=O)O(C1-C3)алкил, O(C=O)(C1-C3)алкил, N(R15c)2, N=CHN(R15c)(X4), N(R15c)C(=O)O(X4), N(R15c)S(=O)2(X4), N(S(=O)2(C1-C3)алкил)2, N(R15c)C(=O)N(R15c)2, N(R15c)C(=O)N(R15c)X4, N(R15c)C(=S)N(R15c)2, N(R15c)C(=S)N(R15c)X4, N(R15c)(C1-C3)алкил-X4, N(R15c)(CH(O(C1-C3)алкил)2), N(R15c)((C1-C3)алкил-OC(=O)(C1-C3)алкил), N(R15c)((C1-C3)алкил-C(=O)N(R15c)2), N(R15c)C(=O)(R15c), N(R15c)C(=O)X4, N(R15c)(C(=O))2X4, N(R15c)(C(=O))2OX4, N(R15c)(C(=O))2N(R15c)X4, N(C(=O)O(C1-C6)алкил)2, N(R15c)C(=O)O(C1-C6)алкил, N(R15c)C(=O)N(R15c)C(=O)O(R15c), N(R15C)(C(=O)O(C1-C6)алкил), N(R15C)(C(=O)O(C1-C6)галогеналкил), N((C1-C3)алкил-OC(=O)(C1-C6)алкил)(C(=O)(C1-C6)алкил), N((C1-C3)алкил-O(C1-C6)алкил)(C(=O)O(C1-C6)алкил) и N(R15c)C(=S)X4,
(1) указанные R15c каждый независимо выбран из группы, включающей H, (C1-C3)алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)галогеналкил, (C2-C3)галогеналкенил, (C1-C3)алкилфенил, (C1-C3)алкил-O(C1-C3)алкил, (C1-C3)алкил-OC(=O)(C1-C3)алкил, C(=O)(C1-C3)алкил и фенил, необязательно для N(R15c)2 указанный N(R15c)2 означает гетерогидрокарбильное кольцо, содержащее 1 кольцевой атом азота и от 3 до 5 кольцевых атомов углерода, где указанное кольцо может быть насыщенным или ненасыщенным,
(2) указанный X4 выбран из группы, включающей (C1-C6)алкил, (C1-C6)галогеналкил, (C1-C3)алкил-O(C1-C3)алкил, O(C1-C6)алкил, (C3-C6)циклоалкил, (C1-C6)алкилфенил, фенил, арил и гетероциклил, каждый из которых может содержать один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, NO2, NH2, оксогруппу, (C1-C3)алкил, (C1-C3)галогеналкил, NH(C1-C3)алкил, N((C1-C3)алкил)2, O(C1-C6)алкил, O(C1-C6)галогеналкил, N(R15c)C(=O)O(C1-C6)алкил, N(R15c)S(=O)2(R15c), S(=O)2(R15c), (C1-C3)алкил-O(C1-C3)алкил, (C3-C6)циклоалкил,
где в (1)(a) и (1)(b) каждый указанный алкил, алкенил, алкинил, циклоалкил, фенил, арил и гетероциклил может содержать один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, NO2, NH2, NH(C1-C3)алкил, N((C1-C3)алкил)2, O(C1-C6)алкил, (C1-C3)алкил-O(C1-C3)алкил и (C3-C6)циклоалкил;
(2) N(R16a)(R16b), где
(a) указанный R16a выбран из группы, включающей H, (C1-C3)алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)галогеналкил, (C1-C3)алкил-O(C1-C3)алкил, (C1-C3)алкил-OC(=O)(C1-C3)алкил и C(=O)(C1-C3)алкил,
(b) указанный R16b означает замещенный или незамещенный (C1-C8)алкил, указанный замещенный (C1-C8)алкил содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, NO2, O(C1-C8)алкил, (C3-C8)циклоалкил, (C1-C8)алкилфенил, (C2-C8)алкенил, (C2-C8)алкинил, S(C1-C8)алкил, S(O)(C1-C8)алкил, S(O)2(C1-C8)алкил, O-фенил, O(C2-C8)алкенил, O(C1-C8)алкил(C3-C8)циклоалкил, O(C1-C8)алкилфенил, O(C1-C8)алкил(C3-C8)циклоалкил, O(C1-C8)алкил, C(=O)O(C1-C8)алкил, OC(=O)(C1-C8)алкил, C(=O)N(R16a)(C1-C8)алкил, N(R16a)C(=O)(C1-C8)алкил, S(C1-C8)алкил, S(O)(C1-C8)алкил, S(O)2(C1-C8)алкил, S(O)2NH2 и N(R16a)S(O)2(C1-C8)алкил,
где в (2)(a) и (2)(b) каждый алкил, алкенил, алкинил, циклоалкил и фенил может содержать один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, NH2, NO2, (C1-C8)алкил, (C1-C8)алкоксигруппу, (C1-C8)галогеналкил, N((C1-C8)алкил)2 и C(=O)O(C1-C8)алкил;
(3) N(R17a)(N(R17b)(R17c)), где
(a) указанный R17a выбран из группы, включающей H, (C1-C3)алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)галогеналкил, (C1-C3)алкил-O(C1-C3)алкил,(C1-C3)алкил-OC(=O)(C1-C3)алкил и C(=O)(C1-C3)алкил,
(b) указанный R17b выбран из группы, включающей H, (C1-C3)алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)галогеналкил, (C1-C3)алкил-O(C1-C3)алкил,(C1-C3)алкил-OC(=O)(C1-C3)алкил и C(=O)(C1-C3)алкил,
(c) указанный R17c выбран из группы, включающей H, замещенный или незамещенный фенил, замещенный или незамещенный гетероциклил, замещенный или незамещенный (C1-C8)алкил, замещенный или незамещенный (C3-C8)циклоалкил, C(=O)X5 и C(=S)X5,
(1) указанный X5 выбран из группы, включающей замещенный или незамещенный фенил, замещенный или незамещенный гетероциклил, замещенный или незамещенный (C1-C8)алкил, O(C1-C8)алкил, O(C1-C8)галогеналкил, O(замещенный и незамещенный)фенил, N(R17a)(C1-C8)алкил, N(R17a)(C1-C8)галогеналкил, N(R17a)(C3-C8)циклоалкил, N(R17a)(замещенный и незамещенный фенил) и (C3-C6)циклоалкил,
(2) указанный замещенный фенил в (3)(c) содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, NO2, OH, (C1-C3)алкоксигруппу и (C1-C3)алкил,
(3) указанный замещенный гетероциклил в (3)(c) содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, NO2, OH, (C1-C3)алкоксигруппу и (C1-C3)алкил,
(4) указанный замещенный (C1-C8)алкил в (3)(c) содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, NO2, NH2, O(C1-C8)алкил, (C3-C8)циклоалкил, фенил, (C2-C8)алкенил, (C2-C8)алкинил, S(C1-C8)алкил, S(O)(C1-C8)алкил, S(O)2(C1-C8)алкил, O-фенил, O(C2-C8)алкенил, O(C1-C8)алкил(C3-C8)циклоалкил, O(C1-C8)алкилфенил, O(C1-C8)алкил(C3-C8)циклоалкил, C(=O)NH(C1-C8)алкил, NHC(=O)(C1-C8)алкил, S(O)2NH2, NH(C1-C3)алкил, N((C1-C3)алкил)2,
(5) указанный замещенный (C3-C8)циклоалкил содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, (C1-C3)алкоксигруппу и (C1-C3)алкил,
где в (2)(a), (2)(b) и (2)(c) каждый алкил, алкенил, алкинил, циклоалкил, галогеналкил, фенил и гетероциклил необязательно может содержать один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, NH2, NO2, (C1-C8)алкил, (C1-C8)алкоксигруппу, (C1-C8)галогеналкил, N((C1-C8)алкил)2 и C(=O)O(C1-C8)алкил, необязательно (N(R17b)(R17c)) означает гетерогидрокарбильное кольцо, содержащее 1 кольцевой атом азота и от 3 до 5 кольцевых атомов углерода, где указанное кольцо может быть насыщенным или ненасыщенным;(4) N(R18a)(N=C(R18b)(R18c)
(a) указанный R18a выбран из группы, включающей H, (C1-C3)алкил, (C2-C3)алкенил, (C2-C3)алкинил, (C1-C3)алкил-O(C1-C3)алкил,(C1-C3)алкил-OC(=O)(C1-C3)алкил и C(=O)(C1-C3)алкил,
(b) указанный R18b выбран из группы, включающей H и (C1-C3)алкил,
(c) указанный R18c выбран из группы, включающей замещенный или незамещенный фенил, замещенный или незамещенный гетероциклил, замещенный или незамещенный (C1-C8)алкил, замещенный или незамещенный (C3-C8)циклоалкил,
(1) указанный замещенный фенил в (4)(c) содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, NO2, OH, (C1-C3)алкоксигруппу, (C1-C3)алкил, (C1-C3)галогеналкоксигруппу и (C1-C3)галогеналкил,
(2) указанный замещенный гетероциклил в (4)(c) содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, NO2, OH, (C1-C3)алкоксигруппу, (C1-C3)алкил, (C1-C3)галогеналкоксигруппу и (C1-C3)галогеналкил,
(3) указанный замещенный (C1-C8)алкил содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, NO2, O(C1-C8)алкил, (C3-C8)циклоалкил, фенил, (C2-C8)алкенил, (C2-C8)алкинил, S(C1-C8)алкил, S(O)(C1-C8)алкил, S(O)2(C1-C8)алкил, O-фенил, O(C2-C8)алкенил, O(C1-C8)алкил(C3-C8)циклоалкил, O(C1-C8)алкилфенил, O(C1-C8)алкил(C3-C8)циклоалкил, C(=O)NH(C1-C8)алкил, NHC(=O)(C1-C8)алкил и S(O)2NH2,
(4) указанный замещенный (C3-C8)циклоалкил содержит один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, (C1-C3)алкоксигруппу и (C1-C3)алкил,
где в (4)(a), (4)(b) и (4)(c) каждый алкил, алкенил, алкинил, циклоалкил, галогеналкил, фенил и гетероциклил может содержать один или большее количество заместителей, выбранных из группы, включающей F, Cl, Br, I, CN, OH, NH2, NO2, (C1-C8)алкил, (C1-C8)алкоксигруппу, (C1-C8)галогеналкил, N((C1-C8)алкил)2 и C(=O)O(C1-C8)алкил, необязательно C(R18b)(R18c) означает гидрокарбильное кольцо, содержащее от 3 до 5 кольцевых атомов углерода, где указанное кольцо может быть насыщенным или ненасыщенным, необязательно один или большее количество указанных кольцевых атомов углерода могут представлять собой атом азота, кислорода или серы;
и N-оксиды, сельскохозяйственно приемлемые соли присоединения с кислотами, производные солей, сольваты, сложноэфирные производные, кристаллические полиморфные формы, изотопы, разделенные стереоизомеры, таутомеры, про-инсектициды молекул формулы 1.
2. Молекула по п. 1, где указанная молекула имеет следующую формулу
Figure 00000002
Формула 2.
3. Молекула по любому из предыдущих пунктов, в которой R1, R2, R3, R4, R5 все независимо выбраны из группы, включающей H, F, Cl, Br, SF5 и CF3.
4. Молекула по любому из предыдущих пунктов, в которой R7 и R8 означает Cl.
5. Молекула по любому из предыдущих пунктов, в которой R12 выбран из группы, включающей H, F, Cl, CH3 и CF3.
6. Молекула по любому из предыдущих пунктов, в которой R13 выбран из группы, включающей F, Cl, CH3 и OCH3.
7. Молекула по любому из предыдущих пунктов, в которой R14 выбран из группы, включающей H, F и Cl.
8. Молекула по п.п. 1 или 2, в которой:
R1 выбран из группы, включающей H, F, Cl, Br, SF5 и CF3;
R2 выбран из группы, включающей H, F, Cl, Br, SF5 и CF3;
R3 выбран из группы, включающей H, F, Cl, Br, SF5 и CF3;
R4 выбран из группы, включающей H, F, Cl, Br, SF5 и CF3;
R5 выбран из группы, включающей H, F, Cl, Br, SF5 и CF3;
R7 означает Cl;
R8 означает Cl;
Q1 означает O;
Q2 означает O;
R10 означает H;
R11 означает H;
R12 выбран из группы, включающей H, F, Cl, CH3 и CF3;
R13 выбран из группы, включающей F, Cl, CH3 и OCH3; и
R14 выбран из группы, включающей H, F и Cl.
9. Молекула по любому из предыдущих пунктов, в которой X3 означает N(R15a)(R15b).
10. Молекула по любому из пп. 1-8, в которой X3 означает N(R16a)(R16b).
11. Молекула по любому из пп. 1-8, в которой X3 означает N(R17a)(N(R17b)(R17c)).
12. Молекула по любому из пп. 1-8, в которой X3 означает N(R18a)(N=C(R18b)(R18c).
13. Молекула, выбранная из таблицы 2.
14. Композиция, содержащая молекулу по любому из пп. 1-13, дополнительно включающую активный ингредиент.
15. Способ борьбы с вредителем, включающий нанесение на участок пестицидно эффективного количества молекулы по любому из пп. 1-13 или композиции по п. 14.
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