SU859368A1 - Method of preparing1,2,3,4,5,6,7,12,12b-octahydro-2,4-dioxoindolo/2,3-a/quinolysin (its versions) - Google Patents
Method of preparing1,2,3,4,5,6,7,12,12b-octahydro-2,4-dioxoindolo/2,3-a/quinolysin (its versions) Download PDFInfo
- Publication number
- SU859368A1 SU859368A1 SU792859061A SU2859061A SU859368A1 SU 859368 A1 SU859368 A1 SU 859368A1 SU 792859061 A SU792859061 A SU 792859061A SU 2859061 A SU2859061 A SU 2859061A SU 859368 A1 SU859368 A1 SU 859368A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- octahydro
- dioxoindolo
- tetrahydro
- quinolysin
- carbolinyl
- Prior art date
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- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
(54) СПОСОБ ПОЛУЧЕНИЯ ,3,4/6,7,12,(54) METHOD OF OBTAINING, 3.4 / 6,7,12,
12В-ОКТАГИДРО-Э, 4-ДИОКСОИНДОЛО 2,3-al ХИНОЛИЗИНА (ЕГО ВАРИАНТЫ) Изобретение относитс к способу получени 1,2,-3,,7,12,12в-октагидро-2 ,4-диоксоиндоло 2,3-а хин зина формулы который вл етс промежуточным продуктом в синтезе аналогов Н-С COOCjHs выход продукта 35%. Исходное соединение III получаетс в результате сложного шестистадийного синтеза из диэтилацетондикарбоксилата с общим .выходом 33% 1. 0 1 in иохимбина и реалкалоидов р да зеопина. Известен способ получени 1,2,3, 4,6,7f12,12в-oктaгидpo-2,4-диoкcoиндoлo 2 , 3-а хинолизина взаимодействием триптамина II с 4-корбозтокси-3-этилендиоксимасл ным альдегидом III при кип чении в лед ной уксусной кислоте. Вьщеленное промежуточное основание Шиффа IV затем циклизуют обработкой этанольным раствором хлорис;гого водорода. COOCiHs Недостатками указанного способа вл ютс , таким образом, невысокий выход целевого продукта и примейелке в синтезе труднодоступного исходного соединени .12B-OCTAGIDRO-E, 4-DIOXOINDOLO 2,3-al CHINOLYSINA (ITS OPTIONS) The invention relates to a method for producing 1,2, -3, 7,12,12-octahydro-2, 4-dioxoindo 2,3-a A quinzine of the formula which is an intermediate product in the synthesis of H-C COOCjHs analogs yields a 35% yield. The starting compound III is obtained as a result of a complex six-step synthesis from diethylacetone dicarboxylate with a total yield of 33% 1. 0 1 in yohimbine and realkaloids p and zeopin. A method of obtaining 1,2,3, 4,6,7f12,12 in-octahydro-2,4-dioxoindo-2, 3-a quinolysin by reacting tryptamine II with 4-corbozotoxy-3-ethylenedioxy-aldehyde III at boiling in ice acetic acid. The precipitated Schiff IV intermediate base is then cyclized by treatment with an ethanolic solution of chloris; gogo hydrogen. COOCiHs The disadvantages of this method are, therefore, the low yield of the target product and the primer in the synthesis of a difficult-to-access starting compound.
Цель изобретени - повышение выхода и упрощение процесса.The purpose of the invention is to increase the yield and simplify the process.
Поставленна цель достигаетс тем, что 3,4-дигидро-ГЬ-карболин подвергсиот взаимодействию с диметилацетондикарбоксилатом в органическом растворителе и обрабатывают выделен - ный промежуточный диметил-et- 1,2,3,4тетрагидро-fi- карболинил- (1) J -ацетондикарбоксилат последовательно водными растворами щелочи и кислоты.The goal is achieved by the fact that 3,4-dihydro-Gb-carboline is subjected to interaction with dimethylacetone dicarboxylate in an organic solvent and the isolated intermediate dimethyl-et-1,2,3,4 tetrahydro-fi-carboline-1 (1) J-acetone dicarboxylate is treated consistently with aqueous solutions of alkali and acid.
В качестве органического растворител используют бензол.Benzene is used as an organic solvent.
Процесс протекает по следующей схеме;The process proceeds as follows;
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SU792859061A SU859368A1 (en) | 1979-12-26 | 1979-12-26 | Method of preparing1,2,3,4,5,6,7,12,12b-octahydro-2,4-dioxoindolo/2,3-a/quinolysin (its versions) |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SU792859061A SU859368A1 (en) | 1979-12-26 | 1979-12-26 | Method of preparing1,2,3,4,5,6,7,12,12b-octahydro-2,4-dioxoindolo/2,3-a/quinolysin (its versions) |
Publications (1)
Publication Number | Publication Date |
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SU859368A1 true SU859368A1 (en) | 1981-08-30 |
Family
ID=20867680
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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SU792859061A SU859368A1 (en) | 1979-12-26 | 1979-12-26 | Method of preparing1,2,3,4,5,6,7,12,12b-octahydro-2,4-dioxoindolo/2,3-a/quinolysin (its versions) |
Country Status (1)
Country | Link |
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SU (1) | SU859368A1 (en) |
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1979
- 1979-12-26 SU SU792859061A patent/SU859368A1/en active
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