RU2683533C2 - Method of increasing the yield of corn - Google Patents
Method of increasing the yield of corn Download PDFInfo
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- RU2683533C2 RU2683533C2 RU2017112556A RU2017112556A RU2683533C2 RU 2683533 C2 RU2683533 C2 RU 2683533C2 RU 2017112556 A RU2017112556 A RU 2017112556A RU 2017112556 A RU2017112556 A RU 2017112556A RU 2683533 C2 RU2683533 C2 RU 2683533C2
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- corn
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- yield
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- leaves
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- 240000008042 Zea mays Species 0.000 title claims abstract description 14
- 235000002017 Zea mays subsp mays Nutrition 0.000 title claims abstract description 14
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 title claims abstract description 13
- 235000005822 corn Nutrition 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 title claims abstract description 8
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims abstract description 3
- 241000196324 Embryophyta Species 0.000 claims description 6
- -1 nitro-benzylidene Chemical group 0.000 claims description 3
- 230000000694 effects Effects 0.000 abstract description 6
- 241001057636 Dracaena deremensis Species 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003630 growth substance Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- MMVGREKVUHYKBA-UHFFFAOYSA-N 6-[amino(methyl)amino]-2-chloro-4-methylpyridine-3-carbonitrile Chemical compound CN(N)C1=CC(C)=C(C#N)C(Cl)=N1 MMVGREKVUHYKBA-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- LSPMHHJCDSFAAY-UHFFFAOYSA-N 2,6-dichloro-4-methylpyridine-3-carbonitrile Chemical compound CC1=CC(Cl)=NC(Cl)=C1C#N LSPMHHJCDSFAAY-UHFFFAOYSA-N 0.000 description 2
- BXRFQSNOROATLV-UHFFFAOYSA-N 4-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=C(C=O)C=C1 BXRFQSNOROATLV-UHFFFAOYSA-N 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- HDZGCSFEDULWCS-UHFFFAOYSA-N monomethylhydrazine Chemical compound CNN HDZGCSFEDULWCS-UHFFFAOYSA-N 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000005648 plant growth regulator Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 239000007952 growth promoter Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000007430 reference method Methods 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Изобретение относится к сельскому хозяйству и может быть использовано при выращивании кукурузы.The invention relates to agriculture and can be used for growing corn.
Регуляторы роста растений - одна из самых перспективных групп пестицидов, и не случайно с каждым годом она пополняется новыми препаратами. Достоинство регуляторов роста состоит в том, что они оказывают существенное влияние на ростовые и физиологические процессы, происходящие в растении, позволяя человеку управлять развитием последних в нужном для себя направлении. Применение рострегуляторов обеспечивает, например, решение таких проблем, как повышение урожайности и качества выращиваемой продукции, повышение сопротивляемости болезням и стрессовым ситуациям и многое другое (Защита и карантин растений - 2008. - №12. - С. 54).Plant growth regulators are one of the most promising groups of pesticides, and it is no coincidence that every year it is replenished with new drugs. The advantage of growth regulators is that they have a significant effect on the growth and physiological processes occurring in the plant, allowing a person to control the development of the latter in the direction necessary for himself. The use of growth regulators provides, for example, the solution of such problems as increasing the yield and quality of cultivated products, increasing resistance to diseases and stressful situations, and much more (Plant Protection and Quarantine - 2008. - No. 12. - P. 54).
Задачей изобретения является расширение арсенала регуляторов роста кукурузы.The objective of the invention is to expand the arsenal of corn growth regulators.
Техническим результатом изобретения является повышение урожайности кукурузы.The technical result of the invention is to increase the yield of corn.
Этот результат достигается тем, что способ повышения урожайности кукурузы предусматривает обработку вегетирующих растений раствором 4-метил-2-хлор-6-{[1-метил-4-(нитробензилиден)]гидразино}-никотино-нитрилом формулы I:This result is achieved in that a method for increasing the yield of corn involves treating vegetative plants with a solution of 4-methyl-2-chloro-6 - {[1-methyl-4- (nitrobenzylidene)] hydrazino} -nicotino-nitrile of the formula I:
в количестве 30 г/га в фазу 2-4 листьев и в фазу 5-6 листьев.in an amount of 30 g / ha in the phase of 2-4 leaves and in the phase of 5-6 leaves.
Ранее нами были обнаружены рострегулирующие свойства заявляемого соединения на растениях озимой пшеницы (заявка №2015126587 от 02.07.2015), свойства оказывать ростстимулирующий эффект на растения кукурузы выявлены впервые.Earlier, we discovered the growth-regulating properties of the claimed compound on winter wheat plants (application No. 2015126587 dated 07/02/2015), the properties to exert a growth-promoting effect on corn plants were revealed for the first time.
Синтез действующего вещества осуществлен авторами взаимодействием 4-метил-6-(1-метилгидразино)-2-хлорникотинонитрила II с 4-нитробенз-альдегидом по схеме 1:The synthesis of the active substance was carried out by the authors by the interaction of 4-methyl-6- (1-methylhydrazino) -2-chloronicotinonitrile II with 4-nitrobenzaldehyde according to scheme 1:
Схема 1Scheme 1
При этом 4-метил-6-(1-метилгидразино)-2-хлорникотинонитрил II получали взаимодействием 4-метил-2,6-дихлорникотинонитрила с метилгидразином (Изв. Вузов. Химия и хим. технол. - 2006. - Т. 49. - №8. - С. 119).In this case, 4-methyl-6- (1-methylhydrazino) -2-chloronicotinonitrile II was obtained by the interaction of 4-methyl-2,6-dichloronicotinonitrile with methylhydrazine (Izv. Vuzov. Chemistry and chemical technol. - 2006. - T. 49. - No. 8. - S. 119).
Рострегулирующую активность определяли по стандартной методике ЦИНАО (Краткие методические указания по проведению государственных испытаний регуляторов роста растений. ЦИНАО. Москва -1984 - с. 20).Growth-regulating activity was determined according to the standard TsINAO methodology (Brief guidelines for conducting state tests of plant growth regulators. TsINAO. Moscow -1984 - p. 20).
Методики синтеза: Синтез 4-метил-2-хлор-6-{[1-метил-2-(4-нитробензилиден)]-гидразино}-никотинонитрила (соединение I).Synthesis procedures: Synthesis of 4-methyl-2-chloro-6 - {[1-methyl-2- (4-nitrobenzylidene)] - hydrazino} -nicotinonitrile (compound I).
Смесь 1,0 г. (4,82 ммоль) 4-метил-2-хлор-6-метилгидразиноникотино-нитрила и 0,79 г (4,82 ммоль) 4-нитробензальдегида в 30 мл этанола кипятят 2,5 ч. Реакционную массу охлаждают, выделившийся осадок отфильтровывают, промывают этанолом, сушат. После перекристаллизации из этанола получают 1,30 г (81%) целевого соединения 1 в виде бесцветных кристаллов с т. пл. 274-276°С.A mixture of 1.0 g (4.82 mmol) of 4-methyl-2-chloro-6-methylhydrazinonicotino-nitrile and 0.79 g (4.82 mmol) of 4-nitrobenzaldehyde in 30 ml of ethanol is boiled for 2.5 hours. the mass is cooled, the precipitate formed is filtered off, washed with ethanol, and dried. After recrystallization from ethanol, 1.30 g (81%) of target compound 1 are obtained in the form of colorless crystals with a melting point of 274-276 ° C.
Найдено, %: С 54,79; Н 3,49; N 21,09; C15H12ClN5O2;Found,%: C 54.79; H 3.49; N, 21.09; C 15 H 12 ClN 5 O 2 ;
Вычислено, %: С 54,63; Н 3,67; N 21,24. ЯМР 1Н, δ, м.д. (группа): 2,55(3Н, с, 4-СН3 Ру); 3,62 (3Н, т, N-CH3); 7,50 (1Н, с, 5-Н Ру), 7,65…8,20 (4Н, м, Ar), 8,30 (1Н, c, N=CH).Calculated,%: C 54.63; H 3.67; N, 21.24. NMR 1 H, δ, ppm (group): 2.55 (3H, s, 4-CH 3 Ru); 3.62 (3H, t, N-CH 3 ); 7.50 (1H, s, 5-N Ru), 7.65 ... 8.20 (4H, m, Ar), 8.30 (1H, s, N = CH).
Синтез 4-метил-6-(1-метилгидразино)-2-хлорникотинонитрила (соединение II).Synthesis of 4-methyl-6- (1-methylhydrazino) -2-chloronicotinonitrile (compound II).
Навеску 1,5 г (8,02 ммоль) 4-метил-2,6-дихлорникотинонитрила III растворяют в 20 мл этанола и приливают при перемешивании 1,48 г (32 ммоль) метилгидразина. Через 1-2 мин после начала прибавления наблюдается выделение осадка. Перемешивание продолжают при комнатной температуре в течение 1,5-2 ч, затем осадок отфильтровывают. Растворитель упаривают и получают дополнительное количество продукта. Осадки объединяют, промывают водой, сушат. После перекристаллизации из этанола получают 1,2 г (78%) целевого продукта II в виде белых кристаллов с т. пл. 184-185°С.A portion of 1.5 g (8.02 mmol) of 4-methyl-2,6-dichloro-nicotinonitrile III is dissolved in 20 ml of ethanol and 1.48 g (32 mmol) of methylhydrazine are added with stirring. 1-2 minutes after the start of addition, precipitation is observed. Stirring is continued at room temperature for 1.5-2 hours, then the precipitate is filtered off. The solvent was evaporated and an additional amount of product was obtained. Precipitation is combined, washed with water, dried. After recrystallization from ethanol, 1.2 g (78%) of the desired product II are obtained in the form of white crystals with a melting point of 184-185 ° C.
Найдено, % : С 48,56; Н 4,43; N 28,38. C8H9CIN4;Found,%: C 48.56; H 4.43; N, 28.38. C 8 H 9 CIN 4 ;
Вычислено, % : С 48,86; Н 4,61; N 28,49. Спектр ЯМР 1Н, δ, м.д. (группа): 2,65 (3Н, с, 4-СН3); 3,25 (3Н, с, CH3-N); 5,02 (2Н, уш. с, NH2); 7,05 (1Н, с, 5-Н Ру).Calculated,%: C 48.86; H 4.61; N, 28.49. 1 H NMR spectrum, δ, ppm (group): 2.65 (3H, s, 4-CH 3 ); 3.25 (3H, s, CH 3 -N); 5.02 (2H, br s, NH 2 ); 7.05 (1H, s, 5-N Ru).
Масс-спектр, m/е (относительная интенсивность, %): М+ 196 (49); 180 [М-NH2]+ (85); 152 [M-CH3-N-NH]+ (69); 117 [152-CI]+ (100); 90 [117-HCN]+ (42).Mass spectrum, m / e (relative intensity,%): M + 196 (49); 180 [M-NH 2 ] + (85); 152 [M-CH 3 -N-NH] + (69); 117 [152-CI] + (100); 90 [117-HCN] + (42).
Опыты на растениях кукурузы. Оценку рострегулирующей активности синтезированного соединения на растениях кукурузы сорта Краснодарская 370МВ (гибрид F1) проводили на экспериментальном поле ВНИИБЗР. В качестве эталона выбран известный регулятор роста Бигус, BP (Государственный каталог пестицидов и агрохимикатов, разрешенных к применению на территории Российской Федерации. Минсельхоз России. Москва - 2015). Эталон использовали в рекомендованном для кукурузы количестве 300 мл/га.Experiments on corn plants. The growth-regulating activity of the synthesized compound on corn plants of the Krasnodar 370MV variety (F1 hybrid) was evaluated in the experimental field of VNIIBZR. The well-known growth regulator Bigus, BP (State catalog of pesticides and agrochemicals approved for use in the Russian Federation. Ministry of Agriculture of Russia. Moscow - 2015) was chosen as a standard. The standard was used in the recommended amount for corn of 300 ml / ha.
Растения кукурузы Краснодарская 370МВ обрабатывали водным раствором синтезированного соединения дважды: в фазу 2-4 листьев (доза 30 г/га) и в фазу 5-6 листьев (доза 30 г/га) и раствором Бигус, BP в те же фазы (доза 300 мл/га) с нормой расхода рабочей жидкости 300 л/га.Krasnodar 370MB corn plants were treated with an aqueous solution of the synthesized compound twice: in a phase of 2-4 leaves (dose 30 g / ha) and in a phase of 5-6 leaves (dose 30 g / ha) and a solution of Bigus, BP in the same phases (dose 300 ml / ha) with a flow rate of 300 l / ha.
Опрыскивание проводили с помощью опрыскивателя ОЭМП-16. Площадь опытной делянки 5,6 м2, повторность 4-х кратная, размещение делянок последовательное. Уборку урожая кукурузы осуществляли в период полного созревания зерна.Spraying was carried out using an OEMP-16 sprayer. The experimental plot area is 5.6 m 2 , the repetition is 4-fold, the allocation of plots is consistent. Harvesting of corn was carried out during the period of full ripening of grain.
Рострегулирующую активность определяли по увеличению урожая зерна растений, обработанных по предлагаемому способу и по эталонной методике, в сравнении с контролем (необработанные растения).Growth-regulating activity was determined by increasing the grain yield of plants processed by the proposed method and by the reference method, in comparison with the control (untreated plants).
Полученные данные представлены в таблице.The data obtained are presented in the table.
НСР05=2,13NDS 05 = 2.13
Испытания, проведенные на кукурузе, позволили установить, что синтезированное соединение I при двукратном применении в дозе 30 г/га проявляет свойства стимулятора роста.Tests carried out on corn showed that the synthesized compound I, when applied twice at a dose of 30 g / ha, exhibits the properties of a growth promoter.
Таким образом, предлагаемое изобретение реализует указанное назначение, обеспечивая прибавку урожая кукурузы 7,2 ц/га (9,3%), в то время как эталон способствует повышению урожайности кукурузы на 4,5 ц/га (5,8%).Thus, the present invention implements the indicated purpose, providing an increase in the yield of maize of 7.2 kg / ha (9.3%), while the standard helps to increase the yield of corn by 4.5 kg / ha (5.8%).
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| RU2019100251A Division RU2718848C1 (en) | 2019-01-09 | 2019-01-09 | Method for increasing soya yield capacity |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4404012A (en) * | 1980-06-02 | 1983-09-13 | American Cyanamid Company | Process for increasing sugar yield in sugarcane |
| SU1637652A3 (en) * | 1980-06-02 | 1991-03-23 | Американ Цианамид Компани (Фирма) | Method for controlling soya plant growth |
| RU2327686C1 (en) * | 2007-03-20 | 2008-06-27 | Государственное научное учреждение Всероссийский научно-исследовательский институт биологической защиты растений Россельхозакадемии | 4-methyl-2-chloro-6-{[1-alkyl-2-(nitrobenzyledene)-] hydrazine}-nicotinenitriles as regulators of sugar beet |
| RU2594800C2 (en) * | 2011-09-23 | 2016-08-20 | Новозимс Биоаг А/С | Chitooligosaccharides and methods of their application for corn growth enhancement |
-
2017
- 2017-04-12 RU RU2017112556A patent/RU2683533C2/en active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4404012A (en) * | 1980-06-02 | 1983-09-13 | American Cyanamid Company | Process for increasing sugar yield in sugarcane |
| SU1637652A3 (en) * | 1980-06-02 | 1991-03-23 | Американ Цианамид Компани (Фирма) | Method for controlling soya plant growth |
| RU2327686C1 (en) * | 2007-03-20 | 2008-06-27 | Государственное научное учреждение Всероссийский научно-исследовательский институт биологической защиты растений Россельхозакадемии | 4-methyl-2-chloro-6-{[1-alkyl-2-(nitrobenzyledene)-] hydrazine}-nicotinenitriles as regulators of sugar beet |
| RU2594800C2 (en) * | 2011-09-23 | 2016-08-20 | Новозимс Биоаг А/С | Chitooligosaccharides and methods of their application for corn growth enhancement |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2017112556A (en) | 2018-10-12 |
| RU2017112556A3 (en) | 2018-10-25 |
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