PL442489A1 - Sposób otrzymywania pochodnych 1,3,4-oksadiazolu - Google Patents
Sposób otrzymywania pochodnych 1,3,4-oksadiazoluInfo
- Publication number
- PL442489A1 PL442489A1 PL442489A PL44248922A PL442489A1 PL 442489 A1 PL442489 A1 PL 442489A1 PL 442489 A PL442489 A PL 442489A PL 44248922 A PL44248922 A PL 44248922A PL 442489 A1 PL442489 A1 PL 442489A1
- Authority
- PL
- Poland
- Prior art keywords
- oxadiazole
- per
- mole
- added
- amount
- Prior art date
Links
- 150000005072 1,3,4-oxadiazoles Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- -1 iminodiacetic acid ester Chemical class 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- FKASFBLJDCHBNZ-UHFFFAOYSA-N 1,3,4-oxadiazole Chemical compound C1=NN=CO1 FKASFBLJDCHBNZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/04—Formation or introduction of functional groups containing nitrogen of amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Przedmiotem zgłoszenia jest sposób otrzymywania pochodnych 1,3,4-oksadiazolu, który polega na tym, że przebiega w dwóch etapach, w pierwszym etapie do pochodnej 1,3,4-oksadiazolu dodaje się ester kwasu iminodioctowego w stosunku molowym 1:2,5 – 3,0, następnie do tak otrzymanej mieszaniny dodaje się rozpuszczalnika polarnego w ilości 12,5 l na 1 mol 2,5-bis(bromoalkilo)-1,3,4-oksadiazolu oraz węglan sodu w stosunku molowym od 1:10 do 1:15, proces prowadzi się w temperaturze od 20°C do 100°C w czasie 1h do 12h, po czym następuje ekstrakcja z wykorzystaniem mieszaniny rozpuszczalników woda/octan etylu w stosunku objętościowym 1:2, w ilości 60 l na 1 mol 2,5-bis(bromoalkilo)-1,3,4-oksadiazolu, suszy, zatęża i otrzymuje estrową pochodną 1,3,4-oksadiazolu, którą rozpuszcza się w alkoholu w ilości 100 l do 130 l na 1 mol estrowej pochodnej 1,3,4-oksadiazolu, proces prowadzi się przy użyciu wody w ilości 30 l do 50 l i wodorotlenku sodu w stosunku molowym od 1:10 do 1:15 w temperaturze od 20°C do 100°C w czasie 10 minut do 1h, następnie do mieszaniny dodaje się od 0,3 l do 0,4 l na 1 mol estrowej pochodnej 1,3,4-oksadiazolu kwasu solnego o stężeniu 35% do 38%, po czym zatęża, dodaje od 100 l do 150 l na 1 mol estrowej pochodnej 1,3,4-oksadiazolu alkoholu, sączy i ponownie zatęża.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL442489A PL442489A1 (pl) | 2022-10-10 | 2022-10-10 | Sposób otrzymywania pochodnych 1,3,4-oksadiazolu |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL442489A PL442489A1 (pl) | 2022-10-10 | 2022-10-10 | Sposób otrzymywania pochodnych 1,3,4-oksadiazolu |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL442489A1 true PL442489A1 (pl) | 2024-04-15 |
Family
ID=90716775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL442489A PL442489A1 (pl) | 2022-10-10 | 2022-10-10 | Sposób otrzymywania pochodnych 1,3,4-oksadiazolu |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL442489A1 (pl) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068875A2 (en) * | 1981-07-01 | 1983-01-05 | EASTMAN KODAK COMPANY (a New Jersey corporation) | Fluorescent chelates and labeled specific binding reagents prepared therefrom |
| DE19513503A1 (de) * | 1995-04-10 | 1996-10-17 | Kali Chemie Pharma Gmbh | (Phenylalkylaminoalkyloxy)-heteroaryl-Verbindungen sowie Verfahren und Zwischenprodukte zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
-
2022
- 2022-10-10 PL PL442489A patent/PL442489A1/pl unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068875A2 (en) * | 1981-07-01 | 1983-01-05 | EASTMAN KODAK COMPANY (a New Jersey corporation) | Fluorescent chelates and labeled specific binding reagents prepared therefrom |
| DE19513503A1 (de) * | 1995-04-10 | 1996-10-17 | Kali Chemie Pharma Gmbh | (Phenylalkylaminoalkyloxy)-heteroaryl-Verbindungen sowie Verfahren und Zwischenprodukte zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
Non-Patent Citations (1)
| Title |
|---|
| VELI-MATTI MUKKALA ET AL.: "Helvetica Chimica Acta, Volume 75, Issue 5, 1992, pp.1621 - 1632", NEW HETEROAROMATIC COMPLEXING AGENTS AND LUMINESCENCE OF THEIR EUROPIUM(III) AND TERBIUM(III) CHELATES * |
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