AT157724B - Process for the preparation of thiazoles unsubstituted at the 2-position. - Google Patents
Process for the preparation of thiazoles unsubstituted at the 2-position.Info
- Publication number
- AT157724B AT157724B AT157724DA AT157724B AT 157724 B AT157724 B AT 157724B AT 157724D A AT157724D A AT 157724DA AT 157724 B AT157724 B AT 157724B
- Authority
- AT
- Austria
- Prior art keywords
- thiazoles
- preparation
- unsubstituted
- weight
- parts
- Prior art date
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- Thiazole And Isothizaole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
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Verfahren zur Darstellung von an der 2-Stellung nicht substituierten Thiazole.
EMI1.1
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[ss-chloräthyll-thiazol-chlorhydrat rein. Die Ausbeute beträgt 172 Gewichtsteile, das sind annähernd 87% der berechneten Menge.
Zur Reinigung des Thiazolderivates kann man sieh auch des schwerlöslichen Pikrates vom F = 1400 bedienen.
Beispiel 4 : 173 Gewichtsteile 2-Mercapto-4-methyl-5-[ss-acetoxyäthyl]-thiazol {aus 1-Acetoxy- 3-eblorpentanon- (4) und Ammoniumdithiocarbamat ; F = 93 } werden in 500 Gewichtsteilen Salzsäure (D = 1'18) gelöst und unter Rühren und intensiver Kühlung allmählich mit 272 Gewichtsteilen Wasserstoffsuperoxyd (30 Gew. % ig) versetzt. Man hält die Temperatur der Lösung auf 60-70 .
Nach beendigtem Zulauf des Oxydationsmittels erwärmt man auf 80 und versetzt mit einer heissen Lösung von 195 Gewichtsteilen kristallisiertem Bariumehlorid in 600 Gewichtsteilen Wasser.
Nach dem Abfiltrieren des Bariumsulfates engt man das Filtrat im Vakuum ein und verfährt zur Abtrennung und Reinigung des Produktes wie in Beispiel 1 beschrieben. Ausser dem Ersatz des Schwefels in 2-Stellung durch Wasserstoff wird bei der Umsetzung unter den vorstehend beschriebenen Bedingungen der Essigsäurerest durch Hydrolyse entfernt, so dass als Endprodukt 4-Methyl-5- [ss-oxyäthyl]-thiazol erhalten wird. An destillierter Base werden über 75% der theoretisch berechneten Menge gewonnen.
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Process for the preparation of thiazoles unsubstituted at the 2-position.
EMI1.1
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[ss-chloroethyll-thiazole-chlorohydrate pure. The yield is 172 parts by weight, which is approximately 87% of the calculated amount.
To purify the thiazole derivative, you can also use the sparingly soluble picrate of F = 1400
Example 4: 173 parts by weight of 2-mercapto-4-methyl-5- [β-acetoxyethyl] thiazole {from 1-acetoxy-3-eblorpentanone- (4) and ammonium dithiocarbamate; F = 93} are dissolved in 500 parts by weight of hydrochloric acid (D = 1'18), and 272 parts by weight of hydrogen peroxide (30% strength by weight) are gradually added with stirring and intensive cooling. The temperature of the solution is kept at 60-70.
When the addition of the oxidizing agent has ended, the mixture is heated to 80 and a hot solution of 195 parts by weight of crystallized barium chloride in 600 parts by weight of water is added.
After the barium sulfate has been filtered off, the filtrate is concentrated in vacuo and the procedure described in Example 1 is used to separate and purify the product. In addition to replacing the sulfur in the 2-position with hydrogen, the acetic acid residue is removed by hydrolysis during the reaction under the conditions described above, so that 4-methyl-5- [ss-oxyethyl] thiazole is obtained as the end product. More than 75% of the theoretically calculated amount is obtained from distilled base.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH157724X | 1937-03-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
AT157724B true AT157724B (en) | 1940-01-10 |
Family
ID=4411800
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AT157724D AT157724B (en) | 1937-03-12 | 1938-02-02 | Process for the preparation of thiazoles unsubstituted at the 2-position. |
Country Status (1)
Country | Link |
---|---|
AT (1) | AT157724B (en) |
-
1938
- 1938-02-02 AT AT157724D patent/AT157724B/en active
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