AT49829B - Process for the preparation of carboxyalkylsalicylosalicylic acids. - Google Patents
Process for the preparation of carboxyalkylsalicylosalicylic acids.Info
- Publication number
- AT49829B AT49829B AT49829DA AT49829B AT 49829 B AT49829 B AT 49829B AT 49829D A AT49829D A AT 49829DA AT 49829 B AT49829 B AT 49829B
- Authority
- AT
- Austria
- Prior art keywords
- acids
- carboxyalkylsalicylosalicylic
- preparation
- salicylic acid
- carboxyalkylsalicylic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 6
- 150000007513 acids Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 10
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 5
- 229960004889 salicylic acid Drugs 0.000 claims description 5
- 150000001805 chlorine compounds Chemical class 0.000 claims description 2
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical class OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- -1 chloroalkyl carbonates Chemical class 0.000 claims 1
- 210000001331 nose Anatomy 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Karboxyalkylsalizylosalizylsäuren.
Es wurde gefunden, dass sich die Karboxyalkylsalizylosalizylsäuren in Abänderung des Verfahrens des Stammpatentes Nr. 49828 darstellen fassen, wenn man an Stelle der Chlorkohlensäureester hier der Karboxyalkylsalizylsäurechloride oder Salizylsäuredialkyldikarbonate
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gibt man 15 g Phosphorentachlorid, erwärmt drei Stunden unter Rückflss, destilliert das Losungsmittel ab und unterwirft den Rückstand dfr fraktionierten Destillation im Varkuum.
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essig 1.5 g rohe Karboxyäthylsalizylosalizylsäure aus, welche nach dem Umkristallisieren aus Benzolbei117 Cschmilzt.
Beispiel 11 : Eine Lösung von 4 g Salizylsäurediäthyldikarbonat (I). R. P. Nr. 11 7'-) (i7) und 1.9 g Salizylsäure in Pyridin lässt man etwa drei Tage stehen und giesst sie dann
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<Desc / Clms Page number 1>
Process for the preparation of carboxyalkylsalicylosalicylic acids.
It has been found that the carboxyalkylsalizylosalicylic acids can be represented in a modification of the process of the parent patent No. 49828 if the carboxyalkylsalicylic acid chlorides or salicylic acid dialkyl dicarbonates are used instead of the chlorocarbonic acid esters
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15 g of phosphorus tachloride are added, the mixture is heated under reflux for three hours, the solvent is distilled off and the residue is subjected to fractional distillation in a vacuum.
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vinegar 1.5 g of crude carboxyethylsalizylosalicylic acid which, after recrystallization from benzene, melts at 117 C.
Example 11: A solution of 4 g of salicylic acid diethyl bicarbonate (I). R. P. No. 11 7'-) (17) and 1.9 g of salicylic acid in pyridine are left to stand for about three days and then poured
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Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE49828X | 1908-10-16 | ||
| DE49829X | 1908-10-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT49829B true AT49829B (en) | 1911-09-11 |
Family
ID=25749086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT49829D AT49829B (en) | 1908-10-16 | 1909-10-11 | Process for the preparation of carboxyalkylsalicylosalicylic acids. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT49829B (en) |
-
1909
- 1909-10-11 AT AT49829D patent/AT49829B/en active
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