SU518106A3 - Herbicide - Google Patents

Herbicide

Info

Publication number
SU518106A3
SU518106A3 SU1404402A SU1404402A SU518106A3 SU 518106 A3 SU518106 A3 SU 518106A3 SU 1404402 A SU1404402 A SU 1404402A SU 1404402 A SU1404402 A SU 1404402A SU 518106 A3 SU518106 A3 SU 518106A3
Authority
SU
USSR - Soviet Union
Prior art keywords
amino
chloropyrimidine
butylamino
salts
compounds
Prior art date
Application number
SU1404402A
Other languages
Russian (ru)
Inventor
Шнейдер Руперт
Original Assignee
Сандос Аг (Фирма)
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 Сандос Аг (Фирма) filed Critical Сандос Аг (Фирма)
Application granted granted Critical
Publication of SU518106A3 publication Critical patent/SU518106A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic 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
    • C07D239/28Heterocyclic 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
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • C07D239/42One nitrogen atom
    • 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic 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
    • C07D239/28Heterocyclic 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
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48Two nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

(54) ГЕРБИЦИД(54) HERBICID

Изобретение относитс  к новым химическим средствам дл  борьбы с сорной растительностью в посевах возделываемых культурных растений.The invention relates to new chemical means for controlling weeds in crops of cultivated cultivated plants.

Известно применение в качестве гербицидов гетероциклических соединений с двум  атомами азота в цикле, например производных пиридазина . Соединени  этого типа эффективно уничтожают сорные растени , но недостаточно избирательны в отношении культурных растений.It is known to use heterocyclic compounds with two nitrogen atoms in a cycle, for example, pyridazine derivatives, as herbicides. Compounds of this type effectively kill weeds, but are not selective enough for cultivated plants.

Предлагаетс  примен ть в качестве нового избирательного гербицида производные пиримидина общей формулы IIt is proposed to use pyrimidine derivatives of general formula I as a new selective herbicide.

тt

lA ШгlA Shg

С1C1

-TO

где R означает алкил с числом углеродных атомов 2-6, алкенил с числом углеродных атомов 3-6, циклоалкил, а X - водород или галоид,where R means alkyl with the number of carbon atoms 2-6, alkenyl with the number of carbon atoms 3-6, cycloalkyl, and X is hydrogen or halogen,

и/или их соли с неорганическими или органическими кислотами.and / or their salts with inorganic or organic acids.

Соединени  формулы I эффективно уничтожают сорные растени  в посевах кукурузы.The compounds of formula I effectively kill weeds in maize crops.

пшеницы, картофел , лука. Их можно примен ть , как до, так и после всходов растений. Эффективные дозы дл  избирательной борьбы с сорной растительностью наход тс  в иределах 1 -12, предпочтительно 2-6 кг/га.wheat, potatoes, onions. They can be used both before and after plant emergence. Effective doses for selective control of weed vegetation are in the range 1-12, preferably 2-6 kg / ha.

Предлагаемые соединени  можно примен ть в виде обычных препаративных форм, например растворов, эмульсий, паст, порошков или суспензий, приготавливаемы.х обш,еизвестными способами.The proposed compounds can be applied in the form of conventional formulations, for example solutions, emulsions, pastes, powders or suspensions, prepared by conventional methods.

Способ получени  рассматриваемых соединений формулы 1 основан на реакции соответствующих 4-амино-2,6-дихлорпиримидинов с водным раствором аммиака при 100-ISO C.The method of preparing the considered compounds of formula 1 is based on the reaction of the corresponding 4-amino-2,6-dichloropyrimidines with an aqueous solution of ammonia at 100 ISO.

Соли этих соединений получают обычной реакцией с органическими или неорганическими кислотами.Salts of these compounds are prepared by ordinary reaction with organic or inorganic acids.

Ниже представлены изученные соединени  (1 -16) формулы I (и их соли).Below are the studied compounds (1-16) of formula I (and their salts).

1 2 31 2 3

66

2-амино-4-изопропиламино2-amino-4-isopropylamino

хлорпиримидин; chloropyrimidine;

- 6 2-амино-4-изопропиламино хлорпиримидин-гидрохлорид; 2-амино-4-изопропиламино - 6 - хлорииримидин-трихлор ацетат; 2-амино-4 - пропиламино - 6 - хлорпиримидин; 2-амино-4-аллиламино-6 - хлорпиримидин; 62-амино-4-изобутиламино - 6 - хлорпиримидин; 72-амино-4-амиламино - 6 - хлорпирими82-амино-4-циклогексиламино - 6 - хлорпиримидин; 92-амино-4-бутиламино - 6 - хлорпиримидин; 10 2-амино-4-гексиламино - 6 - хлорпиримидйн; И 2-амино-4-0гор - бутиламино - 6 - хлорпиримидин; 122-амино-4-изопропиламино - 5,6 - дихлорпиримидин; 132-амино-4-бто/ -бутиламино - 6 - хлорпиримидин-метилсульфонат; 142-амино-4-вгор-бутиламино - 6 - хлорпиримидин-сульфат;- 6 2-amino-4-isopropylamino chloropyrimidine hydrochloride; 2-amino-4-isopropylamino-6-chlororimidine-trichloroacetate; 2-amino-4-propylamino-6-chloropyrimidine; 2-amino-4-allylamino-6 - chloropyrimidine; 62-amino-4-isobutylamino - 6 - chloropyrimidine; 72-amino-4-amylamino-6-chloropyrim82-amino-4-cyclohexylamino-6-chloropyrimidine; 92-amino-4-butylamino - 6 - chloropyrimidine; 10 2-amino-4-hexylamino-6-chloropyrimidine; And 2-amino-4-0-gor-butylamino-6-chloropyrimidine; 122-amino-4-isopropylamino - 5.6 - dichloropyrimidine; 132-amino-4-bto / -butylamino-6-chloropyrimidine methylsulfonate; 142-amino-4-vgor-butylamino-6-chloropyrimidine sulfate;

Данные, представлены в таблице, свидетельствуют о высокой гербицидной активности соединений формулы I в отношении большого числа сорных растений и об избирательности действи  в отношении культурного растени  кукурузы.The data presented in the table indicate a high herbicidal activity of compounds of formula I in relation to a large number of weeds and on the selectivity of action in relation to a cultivated plant of maize.

Claims (1)

Формула изобретени Invention Formula Применение производных пиримидина обшей формулыUse of pyrimidine derivatives of the general formula NHRNHR N . ,N. , С1C1 где R означает алкил с числом углеродных атомов 2-6, алкенил с числом углеродных атомов 3-6 или циклоалкил, а X - водород или галоид,where R is alkyl with 2-6 carbon atoms, alkenyl with 3-6 carbon atoms or cycloalkyl, and X is hydrogen or halo, и/или их солей с неорганическими или органическими кислотами в качестве гербицида. 15 2-амино-4-бто;0-бутиламино - 6 - хлорпиримидин-фосфат; 16 2-амино-4-бутиламино - 6 - хлорпиримидин-гидробромид . Пример. Послевсходовое применение. Контрольные растени  - щирицу, пастушью сумку, марь, подмаренник, звездчатку, крестовник, ежовник и кукурузу обрабатывали соединени ми формулы I или их сол ми с органическими или неорганическими кислотами в дозе 3 кг/га и проводили учет гербицидной активности по дев тибалльной шкале: 1 - отсутствие повреждений, 9 - полна  гибель растений . Результаты испытани  представлены в таблице .and / or their salts with inorganic or organic acids as a herbicide. 15 2-amino-4-bto; 0-butylamino - 6 - chloropyrimidine phosphate; 16 2-amino-4-butylamino - 6 - chloropyrimidine-hydrobromide. Example. Post-harvest application. Control plants — shchiritsa, shepherd's bag, mary, bedstraw, starwort, spiderberry, strawberry, and maize were treated with compounds of formula I or their salts with organic or inorganic acids at a dose of 3 kg / ha and the herbicidal activity was recorded on a scale of 1: - no damage, 9 - full of plant death. The test results are presented in the table.
SU1404402A 1969-02-14 1970-02-13 Herbicide SU518106A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH223469A CH512187A (en) 1969-02-14 1969-02-14 Herbicidal agent

Publications (1)

Publication Number Publication Date
SU518106A3 true SU518106A3 (en) 1976-06-15

Family

ID=4228990

Family Applications (1)

Application Number Title Priority Date Filing Date
SU1404402A SU518106A3 (en) 1969-02-14 1970-02-13 Herbicide

Country Status (13)

Country Link
AT (1) AT301249B (en)
BE (1) BE745903A (en)
CH (1) CH512187A (en)
CS (1) CS180561B2 (en)
DE (2) DE2006145C3 (en)
DK (1) DK128975B (en)
FR (1) FR2031422B1 (en)
GB (1) GB1294198A (en)
IL (1) IL33885A (en)
NL (1) NL7001629A (en)
RO (1) RO57219A (en)
SU (1) SU518106A3 (en)
ZA (1) ZA70977B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4025515A (en) * 1969-02-14 1977-05-24 Sandoz Ltd. 6-Chloro-2,4-diaminopyrimidines
FR2311776A1 (en) * 1975-05-23 1976-12-17 Sogeras 2,4-DIAMINO-5-CHLORO-6 PYRIMIDINES AND PROCESS FOR THEIR PREPARATION
NL7605319A (en) * 1975-05-23 1976-11-25 Mar Pha Etu Expl Marques PROCESS FOR PREPARING A MEDICINAL PRODUCT, SUCH MEDICINAL PRODUCT AND PROCESS FOR PREPARING SUITABLE MEDICINAL COMPOUNDS.
US4507146A (en) * 1982-12-28 1985-03-26 Ciba-Geigy Corporation 2,4-Diamino-6-halo-5-trifluoromethylpyrimidines having herbicidal activity
DE3601800A1 (en) * 1986-01-22 1987-07-23 Bayer Ag NEW 2,4-DIAMINO-6-HALOGENALKYLPYRIMIDINE
DE3808739A1 (en) * 1988-03-16 1989-09-28 Bayer Ag PYRIMIDINE DERIVATIVES
DE19917785A1 (en) * 1999-04-20 2000-10-26 Bayer Ag New 2,4-diamino-pyrimidine derivatives useful as microbicides in protection of plants and materials and as herbicides

Also Published As

Publication number Publication date
AT301249B (en) 1972-08-25
BE745903A (en) 1970-08-12
GB1294198A (en) 1972-10-25
FR2031422B1 (en) 1973-03-16
DK128975C (en) 1975-02-17
CS180561B2 (en) 1978-01-31
ZA70977B (en) 1971-09-29
DE2006145B2 (en) 1975-03-27
CH512187A (en) 1971-09-15
DE2065629A1 (en) 1974-10-24
FR2031422A1 (en) 1970-11-20
DE2006145A1 (en) 1970-10-29
DK128975B (en) 1974-08-05
RO57219A (en) 1974-12-15
NL7001629A (en) 1970-08-18
DE2006145C3 (en) 1975-11-06
IL33885A0 (en) 1970-04-20
IL33885A (en) 1973-03-30

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