WO1991007381A1 - Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon - Google Patents

Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon Download PDF

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Publication number
WO1991007381A1
WO1991007381A1 PCT/SU1989/000283 SU8900283W WO9107381A1 WO 1991007381 A1 WO1991007381 A1 WO 1991007381A1 SU 8900283 W SU8900283 W SU 8900283W WO 9107381 A1 WO9107381 A1 WO 9107381A1
Authority
WO
WIPO (PCT)
Prior art keywords
found
calculated
acid
methyl
ethanolamine
Prior art date
Application number
PCT/SU1989/000283
Other languages
English (en)
French (fr)
Russian (ru)
Inventor
Jury Alexandrovich Baskakov
Viktor Stepanovich Shevelukha
Vadim Dmitrievich Simonov
Olga Nikolaevna Kulaeva
Alexandr Levanovich Chimishkian
Raisa Georgievna Butenko
Alexandr Alexeevich Shapovalov
Boris Mikhailovich Nedelchenko
Galina Nikolaevna Shanbanovich
Valery Pavlovich Taschi
Tamara Iliinichna Trunova
Igor Iosifovich Konstantinov
Sergei Ivanovich Orlov
Marina Alexandrovna Bocharova
Tatyana Ivanovna Orlova
Natalya Mikhailovna Zhirmunskaya
Mikhail Semenovich Grabarnik
Tatyana Vasilievna OVSYANNIKOVA
Semen Yakovlevich SKLYAR
Natalya Nikolaevna BORISOVA
Olga Alexeevna TASCHI
Farida Minnikhanovna SHAKIROVA
Vyacheslav Nikolaevich SOKOLOV
Alexandr Vasilievich FOKIN
Alexei Filippovich KOLIMIETS
Natalya Vadimovna KONSTANTINOVA
Vladimir Vasilievich NEMCHENKO
Alexandr Sergeevich GOLUBEV
Vladimir Mikhailovich GALKIN
Original Assignee
Vsesojuzny Nauchno-Issledovatelsky Institut Khimicheskikh Sredstv Zaschity Rasteny
Vsesojuzny Nauchno-Issledovatelsky Tekhnologichesky Institut Gerbitsidov I Regulyatorov Rosta Rasteny S Experimentalnym Zavodom
Institut Fiziologii Rasteny Imeni K.A.Timiryazeva
Moskovsky Khimiko-Tekhnologichesky Institut Imeni D.I.Mendeleeva
Institut Elementoorganicheskikh Soedineny Akademii Nauk Sssr
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.)
Filing date
Publication date
Application filed by Vsesojuzny Nauchno-Issledovatelsky Institut Khimicheskikh Sredstv Zaschity Rasteny, Vsesojuzny Nauchno-Issledovatelsky Tekhnologichesky Institut Gerbitsidov I Regulyatorov Rosta Rasteny S Experimentalnym Zavodom, Institut Fiziologii Rasteny Imeni K.A.Timiryazeva, Moskovsky Khimiko-Tekhnologichesky Institut Imeni D.I.Mendeleeva, Institut Elementoorganicheskikh Soedineny Akademii Nauk Sssr filed Critical Vsesojuzny Nauchno-Issledovatelsky Institut Khimicheskikh Sredstv Zaschity Rasteny
Priority to DE19893991770 priority Critical patent/DE3991770T/de
Priority to AU52673/90A priority patent/AU625383B2/en
Priority to PCT/SU1989/000283 priority patent/WO1991007381A1/ru
Publication of WO1991007381A1 publication Critical patent/WO1991007381A1/ru
Priority to GB9115597A priority patent/GB2245566A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/20N-Aryl derivatives thereof
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/22O-Aryl or S-Aryl esters thereof
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/16Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by singly-bound oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/40Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings
    • C07C271/42Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/48Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by singly-bound oxygen atoms

Definitions

  • Adverse weather conditions such as a barb or severe wounds, result in significant physical harm. This is due to the inability to process and to the disruption of the operating system - there are 15 incidents of physical damage to the system.
  • ⁇ -0 ⁇ or ⁇ ( ⁇ , ⁇ , 710545), may be taken 30 times as a result of increasing the incidence of agricultural injuries. - g. -
  • the indicated connections have a disadvantage that is limited to their use: they are active due to the lack of growth; to obtain these compounds, they use comparatively other original products, such as m-nitrate and m-aminophenol; In the process of the preparation of the terminated compounds, unstable ones are observed and when the products are processed - arylhydroxylamines, increased - decreased
  • the main task of the invention is to create new materials that have a high efficiency of regulation
  • the claimed compounds possess a high activity of the growth of plants, and also have an anti-susceptibility, that is, an increase in susceptibility to susceptibility.
  • Medicament for the regulation of the system of plant activity which contains the active substance and the solvent, which is the share of the consumables.
  • the claimed invention is in accordance with the invention, and it is predominantly contained in the material of the following two-hydrous esters that have the following effects: n ⁇ ( ⁇ fensiv 2 ) 2 _- ⁇ - till - ⁇ debut-her ? -of
  • the inventive devices are highly active and are used as a means of increasing the growth of assets and of the insensitiveness of the process to increase the resilience of
  • the resulting compounds are resistant to 10 crystalline materials with low temperature or viscous oils.
  • P-compound for example, the claimed compound of the 2-hydroxybetoxybamic acid (in dimethyl sulfoxide, c_ ⁇ , w.), (4);
  • the method of obtaining the indicated compounds may also be impeded by the interaction of 35 - 5 - in the case of justification with the following extracting reaction mixture and isolation of the target product.
  • the resulting compounds are resistant to crystalline substances or viscous oils.
  • Spekt ⁇ (in dimethyl sulfoxide, a.-), for example, for the claimed compound - n - (isopropoxoxycarbonyl) - -0- (4-hydroxyphenylcarbamoyl) ethanolamine.
  • Seeds are suitable for the processing of green seeds, using suitable methods for spraying, harvesting, soaking or pumping seeds. By the way, we declare the goods to provide for a favorable agricultural crop for 15-20. For better understanding,
  • example 17 of the second category is 2-odd acid and 3-methyl acid - 20 - the schlizian receives ⁇ - (phenoxyphenyl) -0- (3-methylphenylcarbamoyl) ethanolamine, T.pl. 86-88 ° ⁇ , yield 72.5 $.
  • the claimed compound is an ether of 2-hydroxyethylcarbamic acid 69, 0
  • the claimed compound is an ester of 2-hydroxyethyl-carboxylic acid 49, 0
  • the claimed compound is a 2-hydroxyethyl ester of a 2-hydroxyethylcarboxylic acid 41, 0
  • the claimed compound is a Pentium 2-Hydroxyethylcarboxylic Acid 30, 0
  • the protective effect of the claimed device is on the basis of ⁇ - (isopropoxypic) -0- (4-acid foule) of ethanolamine for the benefit of the synagogue.
  • the declared actions of the device are on the basis of a connected and- (metroxibar) -0- (_ ⁇ -rank ⁇ flower ⁇ where° ⁇ than whyeverhashas admir ⁇ rion ⁇ rion)))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))))
  • the Ylichivka cultivar was cultivated on the basis of the products of the reluctant crop, in addition to the concentration of activities
  • the preparation is concentrate in the presence of an electric discharge (mg / l) ⁇ ⁇ online)
  • the 10th stability margin was for acquisitions, which are able to give new sprouts and green leaves after being used, which is expressed in terms of profitability.
  • the results are apparent in Table II. - 37 -

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
PCT/SU1989/000283 1989-11-14 1989-11-14 Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon WO1991007381A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DE19893991770 DE3991770T (enrdf_load_stackoverflow) 1989-11-14 1989-11-14
AU52673/90A AU625383B2 (en) 1989-11-14 1989-11-14 Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon
PCT/SU1989/000283 WO1991007381A1 (en) 1989-11-14 1989-11-14 Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon
GB9115597A GB2245566A (en) 1989-11-14 1991-07-15 Carbamoyl derivatives of alkanolamines and antistress-action agent for plant-growth regulation based thereon

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/SU1989/000283 WO1991007381A1 (en) 1989-11-14 1989-11-14 Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon

Publications (1)

Publication Number Publication Date
WO1991007381A1 true WO1991007381A1 (en) 1991-05-30

Family

ID=21617586

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/SU1989/000283 WO1991007381A1 (en) 1989-11-14 1989-11-14 Carbamoyl derivatives of alkanolamines and antistress-type means for plant growth regulation based thereon

Country Status (4)

Country Link
AU (1) AU625383B2 (enrdf_load_stackoverflow)
DE (1) DE3991770T (enrdf_load_stackoverflow)
GB (1) GB2245566A (enrdf_load_stackoverflow)
WO (1) WO1991007381A1 (enrdf_load_stackoverflow)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001085675A3 (en) * 2000-05-05 2002-05-02 Univ Pittsburgh Fluorous tagging compounds and their use
EP1803453A1 (en) * 2005-12-21 2007-07-04 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Carbamate antibiotics
RU2651792C1 (ru) * 2016-12-23 2018-04-24 Федеральное государственное бюджетное образовательное учреждение высшего образования "Российский химико-технологический университет имени Д.И. Менделеева" Способ получения N-(2-гидроксиэтил)-О-изопропилкарбамата
RU2711231C1 (ru) * 2019-08-20 2020-01-15 АО "Щелково Агрохим" Способ получения регулятора роста растений N-(изопропоксикарбонил)-О-(4-хлорфенилкарбамоил)этаноламина

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2921955A (en) * 1956-12-11 1960-01-19 Texaco Inc Carbonate derivatives of ethanolamines
US2959611A (en) * 1959-01-21 1960-11-08 Du Pont Fluoroalkyl chlorocarbonates and carbamates
SU710545A1 (ru) * 1978-08-07 1980-01-25 Предприятие П/Я Р-6225 Регул тор роста растений
GB1572470A (en) * 1976-02-09 1980-07-30 Ciba Geigy Ag Method of protecting plants against damage by frost
SU801829A1 (ru) * 1979-07-06 1981-02-07 Всесоюзный Научно-Исследовательскийинститут Химических Средств Защитырастений Регул тор роста растений с анти-СТРЕССОВыМ эффЕКТОМ
DD241007A1 (de) * 1985-09-17 1986-11-26 Forschzent Bodenfruchtbarkeit Mittel zur erhoehung der ertragswirksamen wasserausnutzung landwirtschaftlicher kulturpflanzen
DD259123A1 (de) * 1983-06-23 1988-08-17 Michel Hans Juergen Mittel zur erhoehung der toleranz von nutzpflanzen gegenueber stressbedingungen

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0257848A3 (en) * 1986-08-14 1989-01-11 King Industries, Inc. Certain carbamates, processes for preparing same and use thereof
DE3801082A1 (de) * 1987-04-28 1988-11-17 Bayer Ag Mittel zur insekten- und milbenabwehr
DE3804288A1 (de) * 1987-06-03 1988-12-15 Bayer Ag Substituierte aminophenyl-carbamate

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2921955A (en) * 1956-12-11 1960-01-19 Texaco Inc Carbonate derivatives of ethanolamines
US2959611A (en) * 1959-01-21 1960-11-08 Du Pont Fluoroalkyl chlorocarbonates and carbamates
GB1572470A (en) * 1976-02-09 1980-07-30 Ciba Geigy Ag Method of protecting plants against damage by frost
SU710545A1 (ru) * 1978-08-07 1980-01-25 Предприятие П/Я Р-6225 Регул тор роста растений
SU801829A1 (ru) * 1979-07-06 1981-02-07 Всесоюзный Научно-Исследовательскийинститут Химических Средств Защитырастений Регул тор роста растений с анти-СТРЕССОВыМ эффЕКТОМ
DD259123A1 (de) * 1983-06-23 1988-08-17 Michel Hans Juergen Mittel zur erhoehung der toleranz von nutzpflanzen gegenueber stressbedingungen
DD241007A1 (de) * 1985-09-17 1986-11-26 Forschzent Bodenfruchtbarkeit Mittel zur erhoehung der ertragswirksamen wasserausnutzung landwirtschaftlicher kulturpflanzen

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, T.78, N19, 1956, DOV BEN-ISHAI, "The Reactions of B-Hydroxyethylamides and B-Hydroxyethylcarbamates with Phosgene", pages 4962-4965. *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001085675A3 (en) * 2000-05-05 2002-05-02 Univ Pittsburgh Fluorous tagging compounds and their use
US6825043B1 (en) 2000-05-05 2004-11-30 University Of Pittsburgh Fluorous tagging compounds and methods of increasing the fluorous nature of compounds
US7700794B2 (en) 2000-05-05 2010-04-20 University Of Pittsburgh - Of The Commonwealth System Of Higher Education Fluorous tagging compounds and methods of increasing the fluorous nature of compounds
EP1803453A1 (en) * 2005-12-21 2007-07-04 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Carbamate antibiotics
JP2009520813A (ja) * 2005-12-21 2009-05-28 ネーデルランドセ オルガニサティエ フォール トエゲパストナトールヴェテンシャッペリク オンデルゾエク ティエヌオー カルバメート系抗生物質
RU2651792C1 (ru) * 2016-12-23 2018-04-24 Федеральное государственное бюджетное образовательное учреждение высшего образования "Российский химико-технологический университет имени Д.И. Менделеева" Способ получения N-(2-гидроксиэтил)-О-изопропилкарбамата
RU2711231C1 (ru) * 2019-08-20 2020-01-15 АО "Щелково Агрохим" Способ получения регулятора роста растений N-(изопропоксикарбонил)-О-(4-хлорфенилкарбамоил)этаноламина

Also Published As

Publication number Publication date
GB9115597D0 (en) 1991-09-18
AU5267390A (en) 1991-06-13
GB2245566A (en) 1992-01-08
DE3991770T (enrdf_load_stackoverflow) 1992-01-30
AU625383B2 (en) 1992-07-09

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