CH143232A - Process for the preparation of a compound with a hydrogenated ring system. - Google Patents
Process for the preparation of a compound with a hydrogenated ring system.Info
- Publication number
- CH143232A CH143232A CH143232DA CH143232A CH 143232 A CH143232 A CH 143232A CH 143232D A CH143232D A CH 143232DA CH 143232 A CH143232 A CH 143232A
- Authority
- CH
- Switzerland
- Prior art keywords
- compound
- preparation
- ring system
- hydrogenated ring
- anhydride
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 6
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- MFGALGYVFGDXIX-UHFFFAOYSA-N 2,3-Dimethylmaleic anhydride Chemical compound CC1=C(C)C(=O)OC1=O MFGALGYVFGDXIX-UHFFFAOYSA-N 0.000 description 2
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 2
- 239000012346 acetyl chloride Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung einer Verbindung mit hydriertem Ringsystem. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung einer Verbindung von folgender Konstitution
EMI0001.0003
welches dadurch gekennzeichnet ist, dass man Cyclopentadien mit Pyrocirichonsäure-anhydrid kondensiert. Die neue Verbindung soll zur Herstellung von Farbstoffen, pharmazeutischen Produkten und Richstoffen verwendet werden.
Beispiel 3 Gewichtsteile Pyrocinchonsäureanhydrid werden mit 8 Gewichtsteilen frisch destilliertem Cyclopentadien unter Zusatz von 2 Gewichts- teilen Benzol 4 Stunden lang im Druckge fäss auf etwa<B>1000</B> erhitzt. Die nach dem Abkühlen ausgeschiedene Kristallmasse wird abgesaugt und zur Trennung von unver ändertem Pyrocinchonsäureanhydrid etwa 20 Minuten mit Wasserdampf behandelt. Das Destillat wird in mehreren Fraktionen aufgefangen, da das Umsatzprodukt eben falls wenn auch schwerer, mit Wasser dämpfen flüchtig ist.
Nach gutem Ab kühlen werden die Fraktionen an der Saugpumpe filtriert, wobei man eine Substanz gewinnt, deren Schmelzpunkt bei etwa 150 liegt. Die so gewonnene Substanz wird kurze Zeit mit Acetylehlorid erwärmt. Nach dem Verdunsten des Acetylchlorids erhält man das Umsetzungsprodukt, das Endomethy- len-3.6-dimethyl-1.2-\4 -tetrahydrophtalsäure- anhydrid, durch Umkristallisieren aus mittel siedendem Ligroin in schönen weissen Kri stallen,
die bei 1550 schmelzen.
Process for the preparation of a compound with a hydrogenated ring system. The subject of this additional patent is a method for the preparation of a compound of the following constitution
EMI0001.0003
which is characterized in that cyclopentadiene is condensed with pyrocirichonic acid anhydride. The new compound is to be used in the manufacture of dyes, pharmaceutical products and rich substances.
Example 3 parts by weight of pyrocinchonic anhydride are heated to about 1000 for 4 hours in a pressure vessel with 8 parts by weight of freshly distilled cyclopentadiene with the addition of 2 parts by weight of benzene. The crystal mass separated out after cooling is filtered off with suction and treated with steam for about 20 minutes to separate unchanged pyrocinchonic anhydride. The distillate is collected in several fractions, since the sales product is volatile, even if it is heavier, with steaming water.
After cooling down well, the fractions are filtered on the suction pump, a substance with a melting point of around 150 being obtained. The substance obtained in this way is briefly heated with acetyl chloride. After the acetyl chloride has evaporated, the reaction product, the endomethylene-3.6-dimethyl-1.2- \ 4 -tetrahydrophthalic anhydride, is obtained by recrystallization from medium-boiling ligroin in beautiful white crystals,
which melt at 1550.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE143232X | 1927-11-05 | ||
| CH141523T | 1930-08-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143232A true CH143232A (en) | 1930-10-31 |
Family
ID=25713753
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143232D CH143232A (en) | 1927-11-05 | 1928-11-02 | Process for the preparation of a compound with a hydrogenated ring system. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143232A (en) |
-
1928
- 1928-11-02 CH CH143232D patent/CH143232A/en unknown
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