SU192788A1 - - Google Patents
Info
- Publication number
- SU192788A1 SU192788A1 SU1054600A SU1054600A SU192788A1 SU 192788 A1 SU192788 A1 SU 192788A1 SU 1054600 A SU1054600 A SU 1054600A SU 1054600 A SU1054600 A SU 1054600A SU 192788 A1 SU192788 A1 SU 192788A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- xylylene
- aryloxyacetic
- xylene
- dichloride
- pyridine
- Prior art date
Links
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 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
- -1 xylylene dichloride Chemical compound 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- IIMIOEBMYPRQGU-UHFFFAOYSA-L Picoplatin Chemical compound N.[Cl-].[Cl-].[Pt+2].CC1=CC=CC=N1 IIMIOEBMYPRQGU-UHFFFAOYSA-L 0.000 description 1
- 239000007795 chemical reaction product Substances 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
- 229940083759 high-ceiling diuretics Aryloxyacetic acid derivatives Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- XKTWNXNNDKRPHR-UHFFFAOYSA-M potassium;2-(2,4-dichlorophenoxy)acetate Chemical compound [K+].[O-]C(=O)COC1=CC=C(Cl)C=C1Cl XKTWNXNNDKRPHR-UHFFFAOYSA-M 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к способу получени не описанных в литературе производных арилоксиуксусных кислот общей формулыThe invention relates to a method for producing derivatives of aryloxyacetic acids not described in the literature of the general formula
CHjOOCCHjOAP АгОСНаСООСНг( CHjOOCCHjOAP AgOSNaSOOSNg (
где Аг - незамещенный и замещенный фенил, взаимодействием солей арилоксиуксусных кислот с ксилилендихлоридом в присутствии каталитических количеств третичных аминов, например пиридина. Процесс ведут в органических растворител х, например ксилоле, при 120-140°С.where Ar is unsubstituted and substituted by phenyl, by reacting salts of aryloxyacetic acids with xylylene dichloride in the presence of catalytic amounts of tertiary amines, for example pyridine. The process is carried out in organic solvents, for example xylene, at 120-140 ° C.
Пример 1. 1,4-Ксилиленди-(2,4-дихлорфенокси ) ацетат.Example 1. 1,4-Xylylene- (2,4-dichlorophenoxy) acetate.
Смесь 0,1 г моль 2,4-дихлорфеноксиацетата кали , 0,05 г-моль оксилилендихлорида, 5 капель пиридина и 75 мл ксилола нагревают при 130-140°С с посто нным перемешиванием 15 час. После охлаждени реакционной массы продукт реакции отдел ют фильтрованием , промывают гор чей водой и перекристаллизовывают из бензола. Из фильтрата упариванием выдел ют дополнительное количество конечного вещества. Выход продукта 83%, т. пл. 157-159°С.A mixture of 0.1 g mol of potassium 2,4-dichlorophenoxyacetate, 0.05 g-mol of oxylylene dichloride, 5 drops of pyridine and 75 ml of xylene is heated at 130-140 ° C with constant stirring for 15 hours. After cooling the reaction mass, the reaction product is separated by filtration, washed with hot water and recrystallized from benzene. An additional amount of the final substance is recovered from the filtrate by evaporation. The product yield 83%, so pl. 157-159 ° C.
Co-iHigCUOe.Co-iHigCUOe.
Найдено, % : С1 25,97. Вычислено, %: С1 26,15.Found%: C1 25.97. Calculated,%: C1 26.15.
В аналогичных услови х с той лишь разницей , что реакци продолжаетс 18 час, получают 1,4-ксилиленди-(2,4,5-трихлорфенокси)ацетат с выходом 79% и т. пл. 178-180°С. C.jHieClfiOe.Under similar conditions, with the only difference that the reaction lasts for 18 hours, 1,4-xylylene di (2,4,5-trichlorophenoxy) acetate is obtained with a yield of 79%, and so on. 178-180 ° C. C.jHieClfiOe.
Найдено, %: С1 34,59.Found%: C1 34.59.
Вычислено, % : С1 34,78.Calculated,%: C1 34,78.
Предмет изобретени Subject invention
Способ получени производных арилоксиуксусных кислот общей формулыThe method of obtaining aryloxyacetic acid derivatives of general formula
CHjOOCCHaOAr ArOCH2COOCHs( CHjOOCCHaOAr ArOCH2COOCHs (
где Аг - незамещенный или замещенный фенил , отличающийс тем, что соль арилоксиуксусной кислоты подвергают взаимодействию с ксилилендихлоридом в присутствии каталитических количеств третичных аминов, например пиридина, в органических растворител х, например ксилоле, при 120-140°С.where Ar is unsubstituted or substituted phenyl, characterized in that the aryloxyacetic acid salt is reacted with xylylene dichloride in the presence of catalytic amounts of tertiary amines, for example pyridine, in organic solvents, for example xylene, at 120-140 ° C.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU192788A1 true SU192788A1 (en) |
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