SU1599365A1 - Method of producing pyrophthalone - Google Patents
Method of producing pyrophthalone Download PDFInfo
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- SU1599365A1 SU1599365A1 SU4623960K SU4623960K SU1599365A1 SU 1599365 A1 SU1599365 A1 SU 1599365A1 SU 4623960 K SU4623960 K SU 4623960K SU 4623960 K SU4623960 K SU 4623960K SU 1599365 A1 SU1599365 A1 SU 1599365A1
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- USSR - Soviet Union
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- pyrophthalone
- yield
- producing
- phthalic anhydride
- increase
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- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Изобретение касается гетероциклических веществ, в частности получения γ-пирофталона - полупродукта для синтеза активных или светочувствительных веществ. Цель - повышение выхода целевого продукта и упрощение процесса. Последний ведут реакцией γ-пиколина со фталевым ангидридом при их молярном соотношении при температуре 1:2 и 200-220°С в среде сульфолана. Эти условия повышают выход целевого продукта до 77,7% (на 20-28%) с чистотой до 100% при использовании атмосферного давления.The invention relates to heterocyclic substances, in particular the production of γ-pyrophthalone - intermediate for the synthesis of active or photosensitive substances. The goal is to increase the yield of the target product and simplify the process. The latter is carried out by the reaction of γ-picoline with phthalic anhydride at their molar ratio at a temperature of 1: 2 and 200-220 ° C in sulfolane. These conditions increase the yield of the target product to 77.7% (by 20-28%) with purity up to 100% using atmospheric pressure.
Description
Изобретение относитс к усовершен- стованному способу получени --пиро- фталона, который вл етс пррмеж точ- ным продуктом дл синтеза биологически активных соединений .и.светочувствительных материалов.The invention relates to an improved process for the preparation of - pyr-phthalone, which is an accurate product for the synthesis of biologically active compounds and light-sensitive materials.
Целью.изобретени вл етс повышение выхода г-пирофталона и упрощение процесса его получени за счет проведени конденсации фталевого ангидрида с у-пиколином в среде суль- фолана при 200-220 С.The purpose of the invention is to increase the yield of g-pyrophthalone and simplify the process of its production by carrying out the condensation of phthalic anhydride with y-picoline in sulpholane at 200-220 C.
Пример 1, В стекл нный реактор объемом 4 л при перемешивании загружают 1200 мл сульфрлана, 1197 г (8,0 моль) 98%-ного фталевого ангидрида и 390 мл (4 моль) пиколина. Нагревают массу до 200t20°C и выдер-; живают при этой температуре в течение 4,5 ч. Затем массу охл.аждают до 100°С и приливают 1600 мл 20%-ного раствора едкого натра (рН раствораExample 1 1200 ml of sulfrlan, 1197 g (8.0 mol) of 98% phthalic anhydride and 390 ml (4 mol) of picoline are loaded into a 4 l glass reactor with stirring. Heated mass to 200t20 ° C and vyder-; live at this temperature for 4.5 hours. Then the mass of the coolant is pressurized to 100 ° C and 1600 ml of a 20% aqueous solution of caustic soda are added (the pH of the solution is
достигает величины 8,0),- Осадок фильтруют , суспендируют в 1200 мл гор чей 5%-ной сол ной кислоты, фильтруют,. затем промывают 1200 мл гор чего этилового спирта. Осадок фильтруют и сушат при 150°С. Получают 620 г у-пиро- фталона с содержанием основного вещества 98,9%, т.пл. (с разл.). Выход 69,4%.reaches a value of 8.0), - The precipitate is filtered, suspended in 1200 ml of hot 5% hydrochloric acid, filtered ,. then washed with 1200 ml of hot ethyl alcohol. The precipitate is filtered and dried at 150 ° C. 620 g of y-pyr-phthalone are obtained with a content of the main substance of 98.9%, m.p. (with different). Yield 69.4%.
Пример 2, В стекл нный реактор объемом 4 л при перемешивании загружают 1400 мл сульфолана, 1197 г (8,0 моль) 98%-ного фталевого ангидрида и 390 мл (4 моль) vf-пиколина, Нагревают массу до 200i20 C. Затем массу при этой теьшературе вьщержи- вают в течение 4 ч. Затем массу охлаждают до и приливают 1650 мл 20%-ного раствора едкого натра (до рН 8,0), Осадок фильтруют, продукт промьшают 1200 мл гор чей 5%-ной сол ной кислоты, затем гор чим этиловымExample 2 1400 ml of sulfolane, 1197 g (8.0 mol) of 98% phthalic anhydride and 390 ml (4 mol) of vf picolin are loaded into a 4 l glass reactor with stirring. The mass is heated to 200i20 C. Then the mass at this temperature, incubate for 4 hours. Then the mass is cooled to and 1650 ml of 20% sodium hydroxide solution (to pH 8.0) are poured. The precipitate is filtered, the product is rinsed with 1200 ml of hot 5% hydrochloric acid. then hot ethyl
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: спиргом. Осадок фильтруют и сушат при , Получают 641 г О -пирофта- ; лона с содержанием основного вещест- : ва 98,0%. Выход прод/кта 71,8%, т«пл. (с разлс).: alcohol. The precipitate is filtered and dried at. Obtain 641 g of O-pyroft-; Lawn with the content of the main substance: 98.0%. Output prod / Kta 71.8%, t "pl. (with)
Пример 3. В реактор при перемешивании загружают 236 мл сульфо- лана, 236 г (1,6 моль) 98%-ного фта- левого ангидрида и 77,9 мл (0,8 моль) } 1 пнколина. Массу нагревают до 200- , 220 С и выдерживают при этой .темпера- туре 5 ч, Зауем массу охлаждают до i и прибавл ют 400 мл 20%-ного } раствора едкого натра (до рН 8). Оса- i док фильтруют, продукт промывают 200 мл гор чей 5%-ной сол ной кислоты и 200 мл гор чего этилового спирта. ; Осадок фильтруют и сушат при 150 С. : Получают 142 г -пирофталона с содерExample 3. 236 ml of sulpholane, 236 g (1.6 mol) of 98% phthalic anhydride and 77.9 ml (0.8 mol)} of 1coline are loaded into the reactor with stirring. The mass is heated to 200 ° C and 220 ° C and kept at this temperature for 5 hours. The mass is cooled to i and 400 ml of 20% sodium hydroxide solution is added (to pH 8). The precipitate is filtered, the product is washed with 200 ml of hot 5% hydrochloric acid and 200 ml of hot ethyl alcohol. ; The precipitate is filtered and dried at 150 C.: Obtain 142 g of pyroftalon with contents
жанием основного вещества 100,0%, Выход 77,7%, т.пл. 318 С (с разл.).Zhaniem the main substance of 100.0%, Output 77.7%, so pl. 318 With (with diss.).
Таким образом, данньй способ позвол ет повысить на 20-28% выход y-jm- рофталона и упростить процесс его получени за счет проведени процесса при атмосферном давлении.Thus, this method allows to increase the yield of y-jm-phthalone by 20-28% and simplify the process of its production by carrying out the process at atmospheric pressure.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU884623960A SU1599364A1 (en) | 1988-12-21 | 1988-12-21 | Method of producing pyrophthalone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1599365A1 true SU1599365A1 (en) | 1990-10-15 |
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ID=21416809
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU884623960A SU1599364A1 (en) | 1988-12-21 | 1988-12-21 | Method of producing pyrophthalone |
| SU4623960K SU1599365A1 (en) | 1988-12-21 | 1988-12-21 | Method of producing pyrophthalone |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU884623960A SU1599364A1 (en) | 1988-12-21 | 1988-12-21 | Method of producing pyrophthalone |
Country Status (1)
| Country | Link |
|---|---|
| SU (2) | SU1599364A1 (en) |
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1988
- 1988-12-21 SU SU884623960A patent/SU1599364A1/en active
- 1988-12-21 SU SU4623960K patent/SU1599365A1/en active
Non-Patent Citations (1)
| Title |
|---|
| Ploquin I,, Sparfel L,, Baut Le G.., Floc h R,, Letourneux I.I, -Diceto enamines heterocycliques: 1.Indanediones-l,3 substituess en 2 par heterocycle azote. - J, Heterocyclic Chern.,, 1980, vol, 17, p. 961973. i * |
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| Publication number | Publication date |
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| SU1599364A1 (en) | 1990-10-15 |
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