Reacción #4872

ord-af5206e6c1674815b192c0f7deab3abf

Ecuación de reacción

CCOC(=O)/C(=N\OC1CCNC1=O)c1csc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)n1
ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetate
[Na+].[OH-]
sodium hydroxide
O=C(O)/C(=N\OC1CCNC1=O)c1csc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)n1
(Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetic acid
Rendimiento 75.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture is refluxed for 30 minutes
  2. 2
    Temperaturaunder heating
  3. 3
    TemperaturaAfter cooling
  4. 4
    Otrocrystalline precipitates
  5. 5
    Filtraciónare collected by filtration
  6. 6
    Lavadowashed with methanol
  7. 7
    OtroCrystalline precipitates
  8. 8
    Filtraciónare collected by filtration
  9. 9
    Otrodried

Procedimiento

16.0 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetate are added to a mixture of 160 ml of methanol and 30 ml of an aqueous 2N sodium hydroxide solution, and the mixture is refluxed for 30 minutes under heating. After cooling, crystalline precipitates are collected by filtration and washed with methanol. The crystals are suspended in 30 ml of water. Then, the suspension is adjusted to pH 3 with 2N hydrochloric acid. Crystalline precipitates are collected by filtration and dried. 11.4 g of (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetic acid are obtained.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04727071uspto-grants-1988_02