PL74569B2 - - Google Patents
Download PDFInfo
- Publication number
- PL74569B2 PL74569B2 PL15270571A PL15270571A PL74569B2 PL 74569 B2 PL74569 B2 PL 74569B2 PL 15270571 A PL15270571 A PL 15270571A PL 15270571 A PL15270571 A PL 15270571A PL 74569 B2 PL74569 B2 PL 74569B2
- Authority
- PL
- Poland
- Prior art keywords
- acid
- cyclohexyl
- allyl
- solution
- potassium dichromate
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 10
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 3
- -1 3-hydroxypropyl barbituric acid Chemical compound 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Pierwszenstwo: 30.12.1971 (P. 152705) Zgloszenie ogloszono: 30.05.1973 Opis patentowy opublikowano: 28.04.1975 74569 KI. 12p,7/01 MKP C07d 51/20 CZYTELNIA Urzedu Patentowego Twórcy wynalazku: Boguslaw Bobranski, Halina Matczak Uprawniony z patentu tymczasowego: Akademia Medyczna Instytut Che¬ mii i Technologii Srodków Leczni¬ czych Zaklad Chemii Farmaceu¬ tycznej, Wroclaw (Polska) Sposób otrzymywania kwasu l-cykloheksylo-5-allilo-5-acetonylobarbiturowego Wynalazek dotyczy sposobu otrzymywania kwasu l-cykloheksylo-5-allilo-5-acetonyldba!rbiturowego, bedacego materialem wyjsciowym do wytwarzania srodków o silnym dzialaniu przeciwzapalnym, ta¬ kich jak niektóre pochodne kwasu 1-cykloheksylo- barhituirowego zawienajace w polozeniu 5 oprócz grupy allilowej inne grupy funkcyjne.Kwas l-cykloheksylo-5-allilo-5-acetonylobarbitu- rowy jest zwiazkiem nowym, dotychczas nie opisa¬ nym. Zgodnie ze sposobem wedlug wynalazku moz¬ na go otrzymac z kwasu l-cykloheksylo-5-allilo-5- -ip-hydroksypropylobarbiturowego w wyniku utle¬ nienia roztworu dwuchromianu potasu w srodowis¬ ku kwasnym w temperaturze 60—90°C.Po krystalizacji z rozcienczonego alkoholu etylo¬ wego wykazuje on temperature topnienia 126°C.Przyklad: Ig kwasu l-cykloheksylo-5-allilo- -5-p-hydroksypropylobarbiturowego rozciera sie w 10 15 100 ml rozcienczonego kwasu siarkowego w tempe¬ raturze okolo 60°C, a nastepnie wkrapla sie roztwór 0,5 g K.jCr.jOr w 15 ml wody.Po wprowadzeniu calej ilosci dwuchromianu po¬ tasu roztwór ogrzewa sie jeszcze przez 30 min. w temperaturze 95°C. Po oziebieniu odsacza sie su¬ rowy produkt, który krystalizuje sie z rozcienczo¬ nego alkoholu etylowego. Wydajnosc zwiazku o tem¬ peraturze topnienia 126° wynosi 73%. PL PLPriority: December 30, 1971 (P. 152705) Application announced: May 30, 1973 Patent description was published: April 28, 1975 74569 KI. 12p, 7/01 MKP C07d 51/20 READING ROOM of the Patent Office Inventors: Boguslaw Bobranski, Halina Matczak Authorized by a temporary patent: Medical Academy Institute of Chemistry and Technology of Medicinal Agents, Pharmaceutical Chemicals, Wroclaw (Poland) 1-cyclohexyl-5-allyl-5-acetonylbarbituric acid. The invention relates to a method for the preparation of 1-cyclohexyl-5-allyl-5-acetonyldba rbituric acid, which is a starting material for the production of agents with a strong anti-inflammatory action, such as some derivatives of the acid 1 -cyclohexyl-barhitiric acid having other functional groups besides the allyl group in their position. 1-cyclohexyl-5-allyl-5-acetonylbarbitic acid is a novel compound, hitherto not described. According to the process of the invention, it can be obtained from 1-cyclohexyl-5-allyl-5-β-hydroxypropylbarbituric acid by oxidation of a solution of potassium dichromate in an acid medium at a temperature of 60-90 ° C. After crystallization from of diluted ethyl alcohol has a melting point of 126 ° C. Example: 1g of 1-cyclohexyl-5-allyl--5-p-hydroxypropylbarbituric acid is triturated in 10,100 ml of dilute sulfuric acid at a temperature of about 60 ° C, then a solution of 0.5 g of K.jCr.jOr in 15 ml of water is added dropwise. After the total amount of potassium dichromate has been added, the solution is heated for another 30 minutes. at 95 ° C. After cooling, the crude product is filtered off, which crystallizes from dilute ethyl alcohol. The yield of the compound with a melting point of 126 ° is 73%. PL PL
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL15270571A PL74569B2 (en) | 1971-12-30 | 1971-12-30 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL15270571A PL74569B2 (en) | 1971-12-30 | 1971-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL74569B2 true PL74569B2 (en) | 1974-10-31 |
Family
ID=19956972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL15270571A PL74569B2 (en) | 1971-12-30 | 1971-12-30 |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL74569B2 (en) |
-
1971
- 1971-12-30 PL PL15270571A patent/PL74569B2/pl unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0185259A2 (en) | Pteridines, process for their preparation, and their use as intermediates or as medicaments | |
| EP1173176B1 (en) | Utilization of polycyclic 2-amino-thiazole systems in the production of medicaments for prophylaxis or treatment of obesity | |
| PL74569B2 (en) | ||
| Rapport et al. | The Synthesis of Potential Antimalarials. 2-Phenyl-α-(2-piperidyl)-4-quinolinemethanols1, 2 | |
| US2203121A (en) | Preparation of diacetyldihydromorphinone | |
| Gibson | VII.—Nitro-derivatives of o-cresol | |
| US2672463A (en) | S-carboxyethyl-thioisosemicarbazones | |
| US2727041A (en) | Isonicotinyl hydrazone of m-formyl-benzene sulfonic acid | |
| US2518922A (en) | Salicylic acid derivatives and method for making same | |
| US699422A (en) | Methylene citric acid and process of making same. | |
| JPS5946244A (en) | Hydroxamic acid derivative and its preparation | |
| US2691039A (en) | Stilbene-alpha-ketol compounds and process for making the same | |
| US2476925A (en) | Preparation of therapeutic substances | |
| US706356A (en) | Acet salicyl phenetidin and process of making same. | |
| SU455108A1 (en) | Method for producing 1,3,4-thiadiazole derivatives | |
| US2145800A (en) | Cinchona sulphanilamide and process of making it | |
| US3073838A (en) | Derivatives of hydkogenateb pyridones | |
| US2449908A (en) | Preparation op j-amino-x-methyi | |
| US802835A (en) | Double salt of ferric chlorid and cotarnin hydrochlorate and process of making same. | |
| US2380478A (en) | Lactones of 2-alkyl-3-alkoxy-4-hydroxymethyl-5-carboxypyridine | |
| US1931123A (en) | Method of isolating alpha-aryl-beta-aminoethanols and compound so obtained | |
| US2480367A (en) | Manufacture of therapeutic substances | |
| US2194179A (en) | Thiazole compound and method of making it | |
| US2599509A (en) | 5-nitro-2-furfurylidene acetone semicarbazone | |
| US1338297A (en) | Trimethyl-acetyl-salicylic-acid compounds |