SU172323A1 - - Google Patents
Info
- Publication number
- SU172323A1 SU172323A1 SU782680A SU782680A SU172323A1 SU 172323 A1 SU172323 A1 SU 172323A1 SU 782680 A SU782680 A SU 782680A SU 782680 A SU782680 A SU 782680A SU 172323 A1 SU172323 A1 SU 172323A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- mixture
- alkyl
- acid
- water
- ether
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000203 mixture Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 230000000749 insecticidal Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- -1 ethylthiophenyl chlorothiophosphate Chemical compound 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N Isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N N-Butylamine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- 241000254179 Sitophilus granarius Species 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drugs Drugs 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
Description
Предлагаетс способ получени новых соединений - амидов 0-алкил-5-арилтиофосфорной кислоты, которые могут быть использованы в качестве инсектицидов. Так, например. СК.зд Д11метпламида 0-этил-5-фепилтиофосфорной кислоты составл ет 0,09%, а дл мошуметиламида той же кислоты 0,025/,, по :пношению к амбарному долгоносику.A method for the preparation of new compounds, amides of 0-alkyl-5-arylthiophosphoric acid, which can be used as insecticides, is proposed. For example. A skid of D11 methamplamide 0-ethyl-5-phenyl thiophosphoric acid is 0.09%, and for moshmetylamide of the same acid 0.025 /, it can be compared to a granary weevil.
Лмиды тиофосфорной кислоты с оби1ей формулойLimides of thiophosphoric acid with the general formula
RR
11 P-N11 P-N
RR
где R H, Alk, R Alk, получают взаимодействием О-алкил-З-арилхлортиофосфатов с аминами в присутствии акцепторов хлористого водорода в инертном растворителе. Процесс ведут ири 15-40°С. Выход целевых продуктов достигает 60-90% от теоретического. Пример 1. В реакционную колбу помещают 6,3 г этилтиофенилхлортиофосфата, 50 мл серного эфира и при 15°С добавл ют 4 г бутиламина. Темиература реакционной смеси при этом самопроизвольно поднимаетс where R H, Alk, R Alk, is obtained by reacting O-alkyl-3-aryl chlorothiophosphates with amines in the presence of hydrogen chloride acceptors in an inert solvent. The process is conducted iri 15-40 ° C. The yield of the target products reaches 60-90% of theoretical. Example 1. In a reaction flask were placed 6.3 g of ethylthiophenyl chlorothiophosphate, 50 ml of ether and 4 g of butylamine were added at 15 ° C. The temperature of the reaction mixture spontaneously rises.
ДО . Смесь перемешивают в течение 1 час ири 20-22 С. затем добавл ют воду, отдел ют эфирный слой, иро.мывают еще два раза водой, сушат и отгон ют эфир. Остаток с|)ракционируют в вакууме.BEFORE . The mixture is stirred for 1 hour. The tars are 20-22 C. then water is added, the ether layer is separated, and the mixture is washed twice with water, dried and the ether is distilled off. The residue with |) is formed in a vacuum.
П р и м е р 2. В реакционную колбу помещают 6,3 г этилтиофенилхлортиофосфата и смесь из 1.5 г изопроииламина, 1 г едкого натра (NaOH) и 2 мл воды. При добавлении смеси температура самопроизвольно поднп aeтc с 15 до 40 С. Выделенпе продукта, как 5 примере 1.EXAMPLE 2: 6.3 g of ethylthiophenyl chlorothiophosphate and a mixture of 1.5 g of isopropylamine, 1 g of sodium hydroxide (NaOH) and 2 ml of water are placed in a reaction flask. When adding the mixture, the temperature spontaneously subcontrols from 15 to 40 C. The selection of the product, as 5 example 1.
Константы аналогично полученных соединений иредставлены в таблице.The constants are similar to the compounds obtained and presented in the table.
Предмет изобретени Subject invention
Сиособ получени новых фосфорорганцческих инсектицидов - амидов О-алкил-5-арилтиофосфорной кислоты взаимодействием хлортиофосфатов и аминов в присутствии акцептора хлористого водорода, отличающийс тем, что, е целью получени препаратов с инсектицидной активностью, в качестве хлортиофосфата исиользуют О-алкил-З-арилхлортио (фосфат.Siosob preparing the novel fosfororgantscheskih insecticide - amides O-alkyl-5-ariltiofosfornoy acid reacting hlortiofosfatov and amines in the presence of an acceptor of hydrogen chloride, characterized in that e to obtain drugs with insecticidal activity as hlortiofosfata isiolzuyut O-alkyl-W-arilhlortio ( phosphate.
Publications (1)
Publication Number | Publication Date |
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SU172323A1 true SU172323A1 (en) |
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