SU239956A1 - METHOD FOR OBTAINING p- (Aryloxy-acyl) -Hydrazides of 4-AMINO-3,5,6-TRICHLORPICOLINIC ACID - Google Patents
METHOD FOR OBTAINING p- (Aryloxy-acyl) -Hydrazides of 4-AMINO-3,5,6-TRICHLORPICOLINIC ACIDInfo
- Publication number
- SU239956A1 SU239956A1 SU1201262A SU1201262A SU239956A1 SU 239956 A1 SU239956 A1 SU 239956A1 SU 1201262 A SU1201262 A SU 1201262A SU 1201262 A SU1201262 A SU 1201262A SU 239956 A1 SU239956 A1 SU 239956A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- amino
- hydrazides
- obtaining
- trichlorpicolinic
- Prior art date
Links
- NQQVFXUMIDALNH-UHFFFAOYSA-N Picloram Chemical compound NC1=C(Cl)C(Cl)=NC(C(O)=O)=C1Cl NQQVFXUMIDALNH-UHFFFAOYSA-N 0.000 title 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- -1 4-amino-3,5,6-trichloro-picolinic acid chloride Chemical compound 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- 238000002360 preparation method Methods 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
- XSONSBDQIFBIOY-UHFFFAOYSA-N 2-phenoxyacetohydrazide Chemical class NNC(=O)COC1=CC=CC=C1 XSONSBDQIFBIOY-UHFFFAOYSA-N 0.000 description 1
- 229940042795 Hydrazides for tuberculosis treatment Drugs 0.000 description 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N Isoniazid Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
Изобретение относитс к области получени соединений, которые могут найти применение в качестве физиологически активны.х веществ.The invention relates to the field of the preparation of compounds which can be used as physiologically active substances.
Предлагаемый способ получени |3-(арилоксиацил )-гидразидов 4-амино-3,5,6-трихлорпиколиновой кислоты заключаетс во взаимодействии хлорангидрида 4-амино-3,5,6-трихлор.пиколиновой кислоты с гидразидами феноксиуксусных кислот в присутствии пиридина в среде диокса«а.The proposed method for the preparation of 4-amino-3,5,6-trichloropicolinic | 3- (aryloxyacyl) -hydrazides involves the interaction of 4-amino-3,5,6-trichloro-picolinic acid chloride with phenoxyacetic acid hydrazides in the presence of pyridine in the medium dioxa
Пример. К смеси 0,49 г гидразида 2,4-дихлорфеноксиуксусной кислоты и 0,17 г пиридина в диаксане при перемешивании по капл м прибавл ют диоксановый раствор хлорангидрида 4-амино-3,5,6-трихлорпиколиновой кислоты (получено из 0,5 г кислоты). Реакционную Смесь оставл ют на ночь, выливают в воду, осадок отфильтровывают, промывают водой и получают 0,8 г (84%) |3-(2,4-дихло.рфеноксиацето )- гидразид-4-амино-3,5,6-Т1рихлорпиколи19ГExample. To a mixture of 0.49 g of hydrazide of 2,4-dichlorophenoxyacetic acid and 0.17 g of pyridine in dioxane with stirring, a dioxane solution of 4-amino-3,5,6-trichloropicolinic acid chloride was added dropwise (obtained from 0.5 g acid). Reaction Mixture is left overnight, poured into water, the precipitate is filtered off, washed with water and obtain 0.8 g (84%) of | 3- (2,4-dichlorophenoxyaceto) - hydrazide-4-amino-3,5,6 -T1richloropicoli19G
С (из абсолютногоC (from absolute
новой кислоты. Т. :ПЛ.new acid. T.: PL.
спирта). alcohol).
С1 38,23. Найдено,C1 38.23. Found
CbiHgOsNiCUCbiHgOsNiCU
Вычислено, %: С1 38,66.Calculated,%: C1 38.66.
Аналогично получают другие соединени , константы и выходы которых приведены в таблице .Other compounds are obtained similarly, constants and outputs of which are listed in the table.
Предмет изобретени Subject invention
Способ получени р-(арилО|Ксиацил)-гидразидов 4-ал1ино-3,5,6-трихлорпиколиНовой кислоты , отличающийс тем, что хлорангидрид 4амино-3 ,5,6-трихлорпиколиновой кислоты подвергают взаимодействию с гидразидами феноксиуксусных КИСЛОТ в присутствии пиридина в среде органического растворител , например диоксана, с последующим выделением целевого продукта известным способом.The method of obtaining p- (aryl | xiacyl) -hydrazides of 4-al1ino-3,5,6-trichloropicolic acid, characterized in that 4-amino-3, 5,6-trichloropicolinic acid chloride is reacted with pyridine hydrazides of the ACID in the presence of pyridine in the presence of pyridine. organic solvent, for example dioxane, followed by isolation of the target product in a known manner.
NHNH
CoNH-NH Co CH-Ar ВCoNH-NH Co CH-Ar B
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU239956A1 true SU239956A1 (en) |
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