Réaction #4871

Équation de réaction

water

potassium carbonate

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

3-bromo-2-pyrrolidone

→

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

Rendement 85.7%

Solvants

dimethylsulfoxide

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature for 20 hours
2. 2
   Autrecrystalline precipitates
3. 3
   Filtrationare collected by filtration
4. 4
   Lavagewashed with water
5. 5
   workup.DISSOLUTIONThe crystals are dissolved in chloroform
6. 6
   Lavagewashed with water
7. 7
   Autredried
8. 8
   AutreThen, the chloroform solution is evaporated under reduced pressure
9. 9
   Autreto remove solvent
10. 10
    workup.ADDITION100 ml of ethyl acetate are added to the residue
11. 11
    Autreto stand at room temperature
12. 12
    AutreCrystalline precipitates thus
13. 13
    Autreobtained
14. 14
    Filtrationare collected by filtration
15. 15
    Autredried

Mode opératoire

15.8 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-hydroxyiminoacetate are dissolved in 70 ml of dimethylsulfoxide, and 5.8 g of anhydrous potassium carbonate are added thereto. The mixture is stirred at room temperature for 20 minutes. 6.6 g of 3-bromo-2-pyrrolidone are added to said mixture, and the mixture is stirred at room temperature for 20 hours. The mixture is poured into 800 ml of water, and crystalline precipitates are collected by filtration and washed with water. The crystals are dissolved in chloroform, washed with water and then dried. Then, the chloroform solution is evaporated under reduced pressure to remove solvent. 100 ml of ethyl acetate are added to the residue, and allowed to stand at room temperature. Crystalline precipitates thus obtained are collected by filtration and dried. 16.0 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetate are obtained.

Source