Reaktion #4873

Reaktionsgleichung

water

potassium carbonate

ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-hydroxyiminoacetate

1-methyl-3-bromo-2-pyrrolidone

→

ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(1-methyl-2-pyrrolidon-3-yl)oxyimino]acetate

Ausbeute 64.2%

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature for 5 hours
2. 2
   Sonstigecrystalline precipitates
3. 3
   Filtrationare collected by filtration
4. 4
   workup.DISSOLUTIONThe crystals are dissolved in ethyl acetate
5. 5
   Waschenthe solution is washed with water
6. 6
   Sonstigedried
7. 7
   EinengenThe solution is concentrated under reduced pressure
8. 8
   Sonstigeto remove solvent
9. 9
   SonstigeThen, the residue is crystallized with isopropyl ether
10. 10
    Filtrationcollected by filtration

Vorschrift

2.7 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-hydroxyiminoacetate are dissolved in 12 ml of dimethylsulfoxide, and 1.0 g of anhydrous potassium carbonate is added thereto under nitrogen gas atmosphere. The mixture is stirred at room temperature for 10 minutes. 1.2 g of 1-methyl-3-bromo-2-pyrrolidone are added to the mixture, and the mixture is stirred at room temperature for 5 hours. The reaction mixture is poured into 100 ml of water, and crystalline precipitates are collected by filtration. The crystals are dissolved in ethyl acetate, and the solution is washed with water and then dried. The solution is concentrated under reduced pressure to remove solvent. Then, the residue is crystallized with isopropyl ether and collected by filtration. 2.1 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(1-methyl-2-pyrrolidon-3-yl)oxyimino]acetate are obtained.

Quelle