PL410527A1 - Method for producing 1,3-bis(2-hydroxyethyl)uracil - Google Patents
Method for producing 1,3-bis(2-hydroxyethyl)uracilInfo
- Publication number
- PL410527A1 PL410527A1 PL410527A PL41052714A PL410527A1 PL 410527 A1 PL410527 A1 PL 410527A1 PL 410527 A PL410527 A PL 410527A PL 41052714 A PL41052714 A PL 41052714A PL 410527 A1 PL410527 A1 PL 410527A1
- Authority
- PL
- Poland
- Prior art keywords
- stage
- catalyst
- uracil
- solvent
- reaction
- Prior art date
Links
- AKEISPWDGKTJAB-UHFFFAOYSA-N 1,3-bis(2-hydroxyethyl)pyrimidine-2,4-dione Chemical compound OCCN1C=CC(=O)N(CCO)C1=O AKEISPWDGKTJAB-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 5
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 239000002904 solvent Substances 0.000 abstract 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 229940035893 uracil Drugs 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Sposób dotyczy wytwarzania 1,3-bis(2-hydroksyetylo)uracylu o wzorze 1, w reakcjach uracylu z tlenkiem etylenu. W pierwszym etapie prowadzi się reakcję w reaktorku ciśnieniowym, przy stosunku molowym uracylu do tlenku etylenu równym 1 : 2, w rozpuszczalniku w obecności katalizatora, zaś w drugim etapie po zakończeniu reakcji oddestylowuje się pod zmniejszonym ciśnieniem katalizator i rozpuszczalnik, po czym dodaje się metanol i odsącza otrzymany związek, który następnie krystalizuje się z etanolu lub z metanolu. W pierwszym etapie reakcję prowadzi się w temperaturze 50 ÷ 60°C przez co najmniej 17,5 lub 24 godziny, w zależności od ilości użytego katalizatora. Ponadto w pierwszym etapie jako rozpuszczalnik stosuje się sulfotlenek dimetylu, a jako katalizator trietyloaminę, zaś w drugim etapie oddestylowanie katalizatora i rozpuszczalnika prowadzi się pod ciśnieniem 0,7 kPa. Wynalazek znajduje zastosowanie do otrzymywania liniowych poliuretanów, poliestrów oraz jako potencjalny związek wyjściowy w syntezie leków.The method relates to the preparation of 1,3-bis (2-hydroxyethyl) uracil of the formula I by reaction of uracil with ethylene oxide. In the first stage, the reaction is carried out in a pressure reactor, with a 1: 2 molar ratio of uracil to ethylene oxide, in the solvent in the presence of a catalyst, and in the second stage after the completion of the reaction, the catalyst and solvent are distilled off under reduced pressure, then methanol and the resulting compound is filtered off, which is then crystallized from ethanol or methanol. In the first stage, the reaction is carried out at a temperature of 50 ÷ 60 ° C for at least 17.5 or 24 hours, depending on the amount of catalyst used. In addition, dimethyl sulfoxide is used as the solvent in the first stage, and triethylamine as the catalyst, and the catalyst and solvent are distilled off in the second stage at a pressure of 0.7 kPa. The invention finds application in the preparation of linear polyurethanes, polyesters and as a potential starting compound in the synthesis of drugs.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL410527A PL230024B1 (en) | 2014-12-12 | 2014-12-12 | Method for producing 1,3-bis(2-hydroxyethyl)uracil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL410527A PL230024B1 (en) | 2014-12-12 | 2014-12-12 | Method for producing 1,3-bis(2-hydroxyethyl)uracil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL410527A1 true PL410527A1 (en) | 2016-06-20 |
| PL230024B1 PL230024B1 (en) | 2018-09-28 |
Family
ID=56120697
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL410527A PL230024B1 (en) | 2014-12-12 | 2014-12-12 | Method for producing 1,3-bis(2-hydroxyethyl)uracil |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL230024B1 (en) |
-
2014
- 2014-12-12 PL PL410527A patent/PL230024B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL230024B1 (en) | 2018-09-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO2014008295A8 (en) | Manufacture of 2- (5- bromo-4-(4-cyclopropylnaphthalen-1-yl) -4h-1,2,4-triazol-3-ylthio) acetic acid | |
| AR118124A2 (en) | PROCESS FOR THE PREPARATION OF A PDE4 INHIBITOR | |
| IN2015DN03728A (en) | ||
| MX380882B (en) | CLEAR HYDROPHOBIC TPU. | |
| UY36746A (en) | METHOD FOR SYNTHESIS OF RAPAMYCIN DERIVATIVES | |
| MX2018014130A (en) | PROCEDURE AND INTERMEDIATES FOR THE 6,7-ALFA-EPOXIDATION OF 4,6-STEROID DIENSES. | |
| EA201590589A1 (en) | MOLECULAR SITO SAPO-34 AND METHOD FOR ITS OBTAINING | |
| MX2018014128A (en) | 6.7.BETA-STEROID EPOXIDS AS CHEMICAL INTERMEDIATES. | |
| PL402863A1 (en) | Derivatives of 1-aryl-6-benzenesulfonylimidazo[1,2-a][1.3.5]triazine and their preparation | |
| MX382706B (en) | POLYURETHANES WITH REDUCED ALDEHYDE EMISSION. | |
| MX2022004631A (en) | METHODS FOR THE PREPARATION OF 5-BROMO-2-(3-CHLOROPYRIDIN-2-IL)-2H-PYRAZOLE-3-CARBOXYLIC ACID. | |
| MY178375A (en) | Polymers prepared from mevalonolactone and derivatives | |
| CL2021002316A1 (en) | Synthesis of 4-amino-5-methyl-1h-pyridin-2(1h)-on (intermediate compound for the synthesis of the antagonist mr finerenone) from 2-chloro-5-methyl-4-nitro-pyridine-1- oxide using the intermediate compound 2-chloro-5-methyl-4-pyridinamine | |
| MY188789A (en) | Process and system for production of dimethyl ether from synthesis gas | |
| BR112021018733A2 (en) | D-metyrosine compositions and methods for preparing them | |
| PL409030A1 (en) | Method for producing 1,3-bis(2-hydroxyalkyl)-6-methyluracil | |
| WO2018184695A8 (en) | Process for preparing oxamide-functional siloxanes | |
| BR112017003121A2 (en) | method for the synthesis of a heterocyclic hydrogen phosphine oxide | |
| BR112016010239A2 (en) | USE OF A CATALYST, PROCESS OF SYNTHESIS OF AN ESTER FROM AN ALCOHOL, AND COMPOUND | |
| WO2012134102A3 (en) | Norbornene diester derivatives, method for preparing same, and use thereof | |
| AR117551A1 (en) | SYNTHESIS OF 1,1,2-TRIFLUORO-4- (SUBSTITUTED SULFONIL) -BUT-1-ENO | |
| PL409654A1 (en) | Method for producing non-isocyanate polyurethanes on the base of biscyclic carbonates | |
| EA037842B9 (en) | Industrial process for the synthesis of nomegestrol-acetate | |
| PL412154A1 (en) | Method for producing 1-phenyl-2-(2-hydroxyethyl)-6H-imidazo[1,5-c]quinazolino-3,5-dione and 1-phenyl-2-(2-hydroxyethyl)-6H-imidazo[1,5-c]quinazolino-3,5-dione | |
| AR102166A1 (en) | METHOD OF MANUFACTURE OF A PEPTIDE DERIVED FROM TAPSIGARGINA |