PL20825B1 - Method for the production of acetylparaphenethidine. - Google Patents
Method for the production of acetylparaphenethidine. Download PDFInfo
- Publication number
- PL20825B1 PL20825B1 PL20825A PL2082534A PL20825B1 PL 20825 B1 PL20825 B1 PL 20825B1 PL 20825 A PL20825 A PL 20825A PL 2082534 A PL2082534 A PL 2082534A PL 20825 B1 PL20825 B1 PL 20825B1
- Authority
- PL
- Poland
- Prior art keywords
- solution
- acetylparaphenethidine
- benzene
- toluene
- production
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 4
- 238000006640 acetylation reaction Methods 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 claims description 2
- 230000021736 acetylation Effects 0.000 claims description 2
- 229950011260 betanaphthol Drugs 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- HOLXDUWCWUTUGD-UHFFFAOYSA-N 4-(4-aminophenoxy)butan-2-one Chemical compound CC(=O)CCOC1=CC=C(N)C=C1 HOLXDUWCWUTUGD-UHFFFAOYSA-N 0.000 claims 1
- 239000013557 residual solvent Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
Description
Acetylowanie paraf enetydyny uskutecz¬ niano dotychczas przez dluzsze ogrzewa¬ nie z kwasem octowym, przyezem otrzy¬ mywany produkt byl tak zanieczyszczony, ze dla otrzymania produktu czystego ko¬ nieczna byla krystalizacja wielokrotna.Wynalazek polega na prowadzeniu re¬ akcji acetylowania parafenetydyny w roz¬ tworze w toluenie, benzenie lub w miesza¬ ninie toluenu z benzenem. Dzieki zastoso¬ waniu tych rozpuszczalników otrzymuje sie odrazu produkt, odpowiadajacy wyma¬ ganiom farmakopei, bez zadnej nastepnej krystalizacji.Przy pracy tej niezmiernie wazne jest okreslenie momentu zakonczenia reakcji.Jako odczynnik stosuje sie rozczyn beta- naftolu. Próbe te przeprowadza sie w spo¬ sób nastepujacy. Próbke mieszaniny pod¬ daje sie dwuazowaniu rozczynem azotynu sodowego w obecnosci kwasu octowego.Otrzymany rozczyn wlewa sie do probów¬ ki, zawierajacej rozczyn betanaitolu. O ile w rozczynie jest jeszcze niezacetylowana parafenetydyna, powstaje intensywne czer¬ wone zabarwienie. Zanik czerwonego za¬ barwienia i .powstanie bladozóltego wska¬ zuje nia koniec reakcji.Acetyloparafenetydyna, otrzymywana powyzsza metoda, zawiera slady rozpu¬ szczalnika, które usuwa sie calkowicie go¬ towaniem produktu we wrzacej wodzie. PLAcetylation of para-enteridine has so far been achieved by prolonged heating with acetic acid, and the resulting product was so contaminated that multiple crystallization was necessary to obtain a pure product. The invention consists in carrying out the acetylation reaction of para-acetidine in solution. in toluene, benzene or a mixture of toluene and benzene. Thanks to the use of these solvents, a pharmacopoeia-compliant product is obtained immediately, without any further crystallization. In this work it is extremely important to determine the time of completion of the reaction. As a reagent, a beta-naphthol dilution is used. These tests are carried out as follows. A sample of the mixture is diazotized with sodium nitrite solution in the presence of acetic acid. The resulting solution is poured into a test tube containing the betanaitol solution. While there is still unacetylated paraphenetidine in the solution, an intense red color is produced. The disappearance of the red color and the formation of a pale yellow indicates the end of the reaction. Acetyl paraphenethidine, prepared by the above method, contains traces of solvent which are completely removed by boiling the product in boiling water. PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL20825B1 true PL20825B1 (en) | 1935-01-31 |
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