Selenium Dioxide → Ethyl 2-(2-mesylamino-1,3-thiazol-4-yl)glyoxylate

HRID 463852

Reaktionsgleichung

Reaktionsgleichung von HRID 463852
[Se](=O)=O.[O:4]1CCOCC1.[S:10]([NH:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[N:19]=1)([CH3:13])(=[O:12])=[O:11]>O>[S:10]([NH:14][C:15]1[S:16][CH:17]=[C:18]([C:20](=[O:4])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[N:19]=1)([CH3:13])(=[O:11])=[O:12]

Komponenten

5

Edukt 3

HCID 24007Selenium DioxideHCID 312751,4-DioxaneHCID 3145078Ethyl 2-methanesulfonamidothiazol-4-ylacetate

Produkt 1

HCID 19978726Ethyl 2-(2-mesylamino-1,3-thiazol-4-yl)glyoxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of selenium dioxide (11.1 g.), dioxane (250 ml.) and water (5 ml.) was stirred for 15 minutes at 110° to 115° C. to give yellow solution. Ethyl 2-(2-mesylamino-1,3-thiazol-4-yl)acetate (26.4 g) was added thereto with stirring at the same temperature. After stirring for 1 hour, the reaction mixture was decanted with heating and cooled to precipitate yellow crystals. The crystals were collected by filtration, washed with dioxane and ether and dried to give ethyl 2-(2-mesylamino-1,3-thiazol-4-yl)glyoxylate (23.5 g.).

Aufarbeitung

  1. customto give yellow solution
  2. stirringwith stirring at the same temperature
  3. stirringAfter stirring for 1 hour
  4. customthe reaction mixture was decanted
  5. temperaturewith heating
  6. temperaturecooled
  7. customto precipitate yellow crystals
  8. filtrationThe crystals were collected by filtration
  9. washwashed with dioxane and ether
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d1da65eadd1c4c1196592e17b12e83d8
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544653

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