SU422734A1 - METHOD OF OBTAINING 8- - Google Patents
METHOD OF OBTAINING 8-Info
- Publication number
- SU422734A1 SU422734A1 SU1754829A SU1754829A SU422734A1 SU 422734 A1 SU422734 A1 SU 422734A1 SU 1754829 A SU1754829 A SU 1754829A SU 1754829 A SU1754829 A SU 1754829A SU 422734 A1 SU422734 A1 SU 422734A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- pyranyl
- dihydro
- aldehyde
- vinyloxyquinoline
- obtaining
- Prior art date
Links
Landscapes
- Plural Heterocyclic Compounds (AREA)
Description
1one
Изобретение относитс к способу получени новых производных хинолина, которые могут найти применение в качестве промежуточных продуктов в органическом синтезе.This invention relates to a process for the preparation of new quinoline derivatives, which can be used as intermediates in organic synthesis.
Основанный на известной реакции Дильса- Альдера предлагаемый способ получени 8- (3,4-дигидро) -пиранил-2-оксихинолинов заключаетс в том, что 8-винилоксихинолин обрабатывают соответствующим непредельным альдегидом, например акролеином, кротоновым или коричным альдегидом, при нагревании , например при 150-190°(1:.Based on the well-known Diels-Alder reaction, the proposed method for producing 8- (3,4-dihydro) -pyranyl-2-hydroxyquinolines is that 8-vinyloxyquinoline is treated with an appropriate unsaturated aldehyde, such as acrolein, crotonic or cinnamic aldehyde, when heated, for example at 150-190 ° (1 :.
Целевой продукт выдел ют известным способом . Выход 50-75%.The desired product is isolated in a known manner. Yield 50-75%.
Пример 1. Получение 8-(3,4-дигидро)-пиранил-2-оксихинолина .Example 1. Getting 8- (3,4-dihydro) -pyranyl-2-hydroxyquinoline.
В стальной пробирочный автоклав загружают 8,2 г акролеина, 25 г 8-винилоксихинолина и выдерживают 10 час при 150-155°С. После разгонки в вакууме выдел ют 25,2 г (76%) аддукта, т. кип. 170°С/2,5 мм; т. пл. 56°С (водный этанол); df 1,1891; п 1,6112.In a steel test autoclave load 8.2 g of acrolein, 25 g of 8-vinyloxyquinoline and incubated for 10 hours at 150-155 ° C. After distillation in vacuum, 25.2 g (76%) of the adduct was isolated, i.e. bale. 170 ° C / 2.5 mm; m.p. 56 ° C (aqueous ethanol); df 1.1891; p 1.6112.
Найдено, %: С 73,8; Н 5,7; N 6,2; MRn 66,59.Found,%: C 73.8; H 5.7; N 6.2; MRn 66.59.
CnHisNOz.CnHisNOz.
Вычислено, %: С 74,0; Н 5,8; N 6,2; МКв 66,71.Calculated,%: C 74.0; H 5.8; N 6.2; MKv 66.71.
Пример 2. Получение 8-(4-метил-3,4-дигидро )-пиранил-2-оксихинолина. При нагревании смеси 10 г кротоновогоExample 2. Getting 8- (4-methyl-3,4-dihydro) -pyranyl-2-oxyquinoline. When heated, a mixture of 10 g of crotonic
альдегида и 25 г 8-винилоксихинолина при 165-170°С в течение 10 час получают 18,1 г (52%) в зкого аддукта, т. кип. 175- 177°С/2 мм; rff 1,1531; п 1,5936. 5 Найдено, %: С 74,8; Н 6,4; N 5,6; MRc 71,06.aldehyde and 25 g of 8-vinyloxyquinoline at 165-170 ° С for 10 hours, 18.1 g (52%) of a viscous adduct, t. bale, are obtained. 175-177 ° C / 2 mm; rff 1.1531; p 1.5936. 5 Found,%: 74.8; H 6.4; N 5.6; MRc 71.06.
C,5Hi5N02.C, 5Hi5N02.
Вычислено, %: С 74,7; Н 6,3; N 5,8; МКв 71,35.Calculated,%: C 74.7; H 6.3; N 5.8; MKv 71.35.
Пример 3. Получение 8-(4-фенил-3,4-дигидро ) -пиранил-2-оксихинолина.Example 3. Preparation of 8- (4-phenyl-3,4-dihydro) -pyranyl-2-hydroxyquinoline.
Аналогично примерам 1 и 2 при 185-190°С получают аддукт, т. кип. 209-210°С/0,5 мм; df 1,1964; п2° 1,6312.Analogously to examples 1 and 2, at 185-190 ° C, an adduct is obtained, because the bales. 209-210 ° C / 0.5 mm; df 1.1964; n2 ° 1.6312.
Найдено, %: С 80,0; Н 5,7; N 4,6; MRo 90,34.Found,%: C 80.0; H 5.7; N 4,6; MRo 90.34.
C2oHi7NO2.C2oHi7NO2.
Вычислено, %: С 79,2; Н 5,6; N 4,6; MRD 89,37.Calculated,%: C 79.2; H 5.6; N 4,6; MRD 89.37.
Предмет изобретени Subject invention
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1754829A SU422734A1 (en) | 1972-02-29 | 1972-02-29 | METHOD OF OBTAINING 8- |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1754829A SU422734A1 (en) | 1972-02-29 | 1972-02-29 | METHOD OF OBTAINING 8- |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU422734A1 true SU422734A1 (en) | 1974-04-05 |
Family
ID=20505176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1754829A SU422734A1 (en) | 1972-02-29 | 1972-02-29 | METHOD OF OBTAINING 8- |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU422734A1 (en) |
-
1972
- 1972-02-29 SU SU1754829A patent/SU422734A1/en active
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