Реакция #4871

Уравнение реакции

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

Выход 85.7%

Растворители

dimethylsulfoxide

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature for 20 hours
2. 2
   Другоеcrystalline precipitates
3. 3
   Фильтрацияare collected by filtration
4. 4
   Промывкаwashed with water
5. 5
   workup.DISSOLUTIONThe crystals are dissolved in chloroform
6. 6
   Промывкаwashed with water
7. 7
   Другоеdried
8. 8
   ДругоеThen, the chloroform solution is evaporated under reduced pressure
9. 9
   Другоеto remove solvent
10. 10
    workup.ADDITION100 ml of ethyl acetate are added to the residue
11. 11
    Другоеto stand at room temperature
12. 12
    ДругоеCrystalline precipitates thus
13. 13
    Другоеobtained
14. 14
    Фильтрацияare collected by filtration
15. 15
    Другоеdried

Методика

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.

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