SU650477A3 - Method of fighting insects - Google Patents

Method of fighting insects

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Publication number
SU650477A3
SU650477A3 SU731971735A SU1971735A SU650477A3 SU 650477 A3 SU650477 A3 SU 650477A3 SU 731971735 A SU731971735 A SU 731971735A SU 1971735 A SU1971735 A SU 1971735A SU 650477 A3 SU650477 A3 SU 650477A3
Authority
SU
USSR - Soviet Union
Prior art keywords
ether
mol
fighting insects
methyl
fighting
Prior art date
Application number
SU731971735A
Other languages
Russian (ru)
Inventor
Лоренц Вальтер
Хамманн Ингеборг
Original Assignee
Байер 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 Байер Аг (Фирма) filed Critical Байер Аг (Фирма)
Application granted granted Critical
Publication of SU650477A3 publication Critical patent/SU650477A3/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Если в качестве исходных материалов примен ют изоцианат метила и 2-этилсультеоIf methyl isocyanate and 2-ethyl sulfone are used as starting materials

Пример 1.Example 1

-СС-1ГЛ-СЯ.-SS-1GL-SJ.

(IV)(Iv)

CHj.-SO- CjHjCHj.-SO-CjHj

55 г (0,3 моль) 2-этилсульфоксилметилфенола (густотекучее масло оранжевого цвета, п д 1,5665) раствор ют в 500 мл эфира и добавл ют 5 мл 95%-ного триэтиламина . Затем, охлажда , прикапывают при 20°С 20,5 г (0,36 моль) метилизоцианата. После 2 ч последовательного перемешивани  отсасывают кристаллизат и получают 40 г (55,5% теории) эфира Ы-метил-0-(2этилсульфоксилметилфенил )- карбаминовой кислоты. Серо-белые, зернистые с ограниченной растворимостью в воде, кристаллы можно нерекристаллизовывать из смеси уксусный эфир-простой эфир (2 : 1, 1 г/10 мл) и получать кристаллы с т. пл. 75°С.55 g (0.3 mol) of 2-ethylsulfoxylmethylphenol (thick orange-colored oil, p 1.5665) is dissolved in 500 ml of ether and 5 ml of 95% triethylamine are added. Then, cooling, at 20 ° C, 20.5 g (0.36 mol) of methyl isocyanate. After successive stirring for 2 hours, the crystallized crystals are sucked off to obtain 40 g (55.5% of theory) of N-methyl-0- (2-ethylsulfoxymethyl-phenyl) -carbamic acid ester. Gray-white, granular with limited solubility in water, the crystals can be non-recrystallized from a mixture of acetic ether-ether (2: 1, 1 g / 10 ml) and get crystals with so pl. 75 ° C.

Пример 2.Example 2

фоксилметилфенол, то реакци  протекает ио схемеfoxymethylphenol, the reaction proceeds according to the scheme

- (1У°-° - Катализатор - (1U ° - ° - Catalyst

C-H;JC-H; J

(III)(Iii)

Т)T)

CHi- So -C-iHjChi- so -c-ihj

Таблица 1Table 1

Таблица 2table 2

O-CO-NH-CHj O-CO-NH-CHj

(V) CHj,-SOj.CiHs(V) CHj, -SOj.CiHs

60 г (0,3 моль) 2 - этилсульфонилметилфенола (т. пл. 92°С из бензола) суспендируют или слегка раствор ют в 500 мл эфира . После добавлени  5 мл триэтиламина прикапывают при 20°С 20,5 г (0,36 моль) метилизоцианата. Экзотермической реакции при этом не наблюдаетс . После 2 ч последовательного перемешивани  отсасывают кристаллизат.и дополнительно промывают эфиром. Из уксусного эфира (1 г/10 мл) получают 69 г (89,5% теории) эфира N-метил - О - (2 - этилсульфонилметилфенил )-карбаминовой кислоты в виде бесцветных иголок с т. пл. 123°С.60 g (0.3 mol) of 2-ethylsulfonylmethylphenol (mp. 92 ° C from benzene) are suspended or slightly dissolved in 500 ml of ether. After adding 5 ml of triethylamine, 20.5 g (0.36 mol) of methyl isocyanate are added dropwise at 20 ° C. No exothermic reaction is observed. After 2 hours of stirring successively, crystallized precipitates are suction filtered and washed with ether. 69 g (89.5% of theory) of N-methyl-O- (2-ethylsulfonylmethylphenyl) -carbamic acid ester in the form of colorless needles with m. Pl. Are obtained from acetic ester (1 g / 10 ml). 123 ° C.

Аналогично примеру 1 или 2 можно из 2 - метилсульфоксилметилфенола (т. пл. 123°С) или из 2 - метилсульфонилметилфенола (т. пл. 118°С) получают другие карбаматы .Analogously to example 1 or 2, it is possible from 2 - methylsulfoxylmethylphenol (mp. 123 ° C) or from 2 - methylsulfonylmethylphenol (mp. 118 ° C) to obtain other carbamates.

Строение и свойства карбаматов приведены в табл. 1.The structure and properties of carbamates are given in table. one.

Формы применени  средства обычные: растворы, эмульсии, суспензии, порошки, пасты, гранул ты. Их приготавливают общими методами изготовлени  препаративных форм пестицидов.Forms of application are usual: solutions, emulsions, suspensions, powders, pastes, granules. They are prepared by general methods for the manufacture of pesticide formulations.

Пример А. Опыт ведут с тлей - МуZUS (контактное действие), использу  растворитель - 3 вес. ч. диметилформамида и эмульгатор - 1 вес. ч. алкиларилполигликолевого эфира.Example A. Experience lead with aphids - MuZUS (contact action), using a solvent - 3 weight. including dimethylformamide and emulsifier - 1 weight. including alkylaryl polyglycol ether.

35 -35 -

Дл  Приготовлени  инсектицидного средства смешивают 1 вес. ч. действующего вещества с указанным количеством растворител , содержащем указанное количествоFor the preparation of insecticidal agents mix 1 weight. including active ingredient with a specified amount of solvent containing a specified amount

SU731971735A 1972-12-01 1973-11-29 Method of fighting insects SU650477A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19722258805 DE2258805C3 (en) 1972-12-01 1972-12-01 N-methyl-O-phenyl-carbamic acid esters, process for their preparation and their use for combating insects

Publications (1)

Publication Number Publication Date
SU650477A3 true SU650477A3 (en) 1979-02-28

Family

ID=5863204

Family Applications (1)

Application Number Title Priority Date Filing Date
SU731971735A SU650477A3 (en) 1972-12-01 1973-11-29 Method of fighting insects

Country Status (25)

Country Link
JP (2) JPS5634587B2 (en)
AT (1) AT328226B (en)
AU (1) AU473735B2 (en)
BE (1) BE807917A (en)
BR (1) BR7309411D0 (en)
CA (1) CA1012550A (en)
CH (1) CH585008A5 (en)
CS (1) CS181734B2 (en)
DD (1) DD112711A5 (en)
DE (1) DE2258805C3 (en)
DK (1) DK134908C (en)
ES (1) ES421007A1 (en)
FR (1) FR2208890B1 (en)
GB (1) GB1433557A (en)
HU (1) HU167709B (en)
IE (1) IE38558B1 (en)
IL (1) IL43712A (en)
IT (1) IT1048159B (en)
LU (1) LU68890A1 (en)
NL (1) NL7316288A (en)
PL (1) PL87094B1 (en)
RO (1) RO68555A (en)
SU (1) SU650477A3 (en)
TR (1) TR18028A (en)
ZA (1) ZA739115B (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE597806A (en) * 1959-12-05

Also Published As

Publication number Publication date
IE38558B1 (en) 1978-04-12
AT328226B (en) 1976-03-10
FR2208890A1 (en) 1974-06-28
IT1048159B (en) 1980-11-20
LU68890A1 (en) 1974-01-29
JPS4986342A (en) 1974-08-19
DD112711A5 (en) 1975-05-05
CA1012550A (en) 1977-06-21
BR7309411D0 (en) 1974-08-29
TR18028A (en) 1978-08-12
JPS5634587B2 (en) 1981-08-11
PL87094B1 (en) 1976-06-30
IL43712A (en) 1977-04-29
DK134908C (en) 1977-06-27
NL7316288A (en) 1974-06-05
ATA1009673A (en) 1975-05-15
IE38558L (en) 1974-06-01
AU473735B2 (en) 1976-07-01
BE807917A (en) 1974-05-28
IL43712A0 (en) 1974-03-14
GB1433557A (en) 1976-04-28
DK134908B (en) 1977-02-07
DE2258805C3 (en) 1981-06-19
FR2208890B1 (en) 1977-08-12
CS181734B2 (en) 1978-03-31
JPS4986541A (en) 1974-08-19
AU6293373A (en) 1975-05-29
JPS5636169B2 (en) 1981-08-22
RO68555A (en) 1982-02-26
ES421007A1 (en) 1976-04-01
DE2258805B2 (en) 1980-07-03
DE2258805A1 (en) 1974-06-06
HU167709B (en) 1975-12-25
ZA739115B (en) 1974-11-27
CH585008A5 (en) 1977-02-28

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