SU210136A1 - METHOD OF OBTAINING p- - Google Patents
METHOD OF OBTAINING p-Info
- Publication number
- SU210136A1 SU210136A1 SU1128655A SU1128655A SU210136A1 SU 210136 A1 SU210136 A1 SU 210136A1 SU 1128655 A SU1128655 A SU 1128655A SU 1128655 A SU1128655 A SU 1128655A SU 210136 A1 SU210136 A1 SU 210136A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- carboxylic acids
- obtaining
- dinitrophenylaminoethanol
- xylene
- sulfuric acid
- Prior art date
Links
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- OTKBBNLNJMLKDT-UHFFFAOYSA-N 2-(2,4-dinitroanilino)ethanol Chemical compound OCCNC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O OTKBBNLNJMLKDT-UHFFFAOYSA-N 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000010533 azeotropic distillation Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- -1 ethyl ether carboxylic acids Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000005631 2,4-D Substances 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-Dichlorophenoxyacetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
Насто щее изобретение относитс к способу получени неописанных р-(2,4-дипитрофениламино )-этиловых эфирен карбоновы-х кислот общей формулыThe present invention relates to a method for producing undescribed p- (2,4-dipitrophenylamino) ethyl ether carboxylic acids of the general formula
N0,N0
B-COCH,CHeNHB-COCH, CHeNH
,,
где R - алкил, замещенный алкил, арил.where R is alkyl, substituted alkyl, aryl.
Соединени получают .взаимодействие карбоновых кислот с 2,4-динитрофениламиноэтанолом в присутствии катализаторов этерификации , например -серной кислоты, в среде органических растворителей, например толуола, ксилола, с азеотропной отгонкой воды. Эти соединени могут быть использованы в качестве .пестицидов.The compounds are prepared by reacting carboxylic acids with 2,4-dinitrophenylaminoethanol in the presence of esterification catalysts, for example-sulfuric acid, in an environment of organic solvents, for example toluene, xylene, with azeotropic distillation of water. These compounds can be used as pesticides.
Пример 1. Получение |3-(2,4-динитрофениламино ) -этилового эфира 2,4-дихлорфеноксиуксусной кислоты.Example 1. Preparation of 3- (2,4-dinitrophenylamino) ethyl 2,4-dichlorophenoxyacetic acid.
Смесь 0,1 г-моль 2,4-дихлорфеноксиуксусной кислоты, 0,1 г-моль 2,4-динитрофениламиноэтанола , 3 капель серной кислоты и 40 мл ксилола кип т т в приборе Дина-Старка до завершени реакции (1 час). При охлаждении реакционной массы основна часть продукта выпадает в виде кристаллов, которые отдел ют фильтрованием. Дополнительное количество вещества получают при упаривании фильтрата. Выход количественный, т. пл. 119- 120°С. Найдено, %: С1 16,49; N 9,81.A mixture of 0.1 gmol of 2,4-dichlorophenoxyacetic acid, 0.1 gmol of 2,4-dinitrophenylaminoethanol, 3 drops of sulfuric acid and 40 ml of xylene is boiled in a Dean-Stark apparatus until the reaction is complete (1 hour). Upon cooling of the reaction mass, the main part of the product precipitates as crystals, which are separated by filtration. An additional amount of the substance is obtained by evaporation of the filtrate. The output is quantitative, so pl. 119-120 ° C. Found,%: C1 16.49; N 9.81.
CioHisCUNsO,.CioHisCUNsO ,.
Вычислено, «/о: 01 16,52; N 9,78.Calculated, "/ o: 01 16,52; N 9.78.
В аналогичных услови х получают другие продукты, выход и некоторые свойства которых Приведены в таблице.Under similar conditions, other products are obtained, the yield and some properties of which are given in the table.
П р е-д м е т и з о б р е т е н и, P r e d d e m e and z o b e te n u,
Способ получени р-(2,4-динитрофениламиб пол; но)-этиловых эфиров карбоновых кислот обювых щей формулыThe method of obtaining p- (2,4-dinitrophenylambic floor; but) -ethyl esters of carboxylic acids with the formula
N0,N0
B-COCHiCHgNHNO , 0B-COCHiCHgNHNO, 0
:где R - aлкИv, замещенный алкил, арил, отличающийс тем, что карбоновые кислоты .подвергают взаимодействию с 2,4-динитрофениламиноэтанолом в присутствии катализаторов этерификации, например серной кислоты, в среде органических растворителей, например толуола, ксилола, с азеотропной отгонкой воды.: where R is alkIv, substituted alkyl, aryl, characterized in that carboxylic acids are reacted with 2,4-dinitrophenylaminoethanol in the presence of esterification catalysts, for example sulfuric acid, in an environment of organic solvents, for example toluene, xylene, with azeotropic distillation of water.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU210136A1 true SU210136A1 (en) |
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