Reacción #55613

ord-7230bcee4b094bab8a059f5deb486c74

Ecuación de reacción

CSc1cc(C)c(O)cc1C
2,5-dimethyl-4-(methylthio)phenol
CN(C)C(=O)Cl
dimethylcarbamoyl chloride
CSc1cc(C)c(OC(=O)N(C)C)cc1C
4-dimethylcarbamoyloxy-2,5-dimethylphenyl methyl sulphide

Disolventes

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONAddition to excess of ice-cold dilute hydrochloric acid
  2. 2
    Otrogave an oil
  3. 3
    ExtracciónThe oil product was extracted into ether
  4. 4
    Lavadowashed three times with cold dilute sodium hydroxide
  5. 5
    Secadoonce with water, dried
  6. 6
    Otrothe ether removed by evaporation

Procedimiento

A mixture of 25.2 g 2,5-dimethyl-4-(methylthio)phenol and 20.3 ml dimethylcarbamoyl chloride in 70 ml dry pyridine was heated for 24 hours at 100° C. Addition to excess of ice-cold dilute hydrochloric acid gave an oil. The oil product was extracted into ether and washed three times with cold dilute sodium hydroxide and once with water, dried, and the ether removed by evaporation to give 4-dimethylcarbamoyloxy-2,5-dimethylphenyl methyl sulphide, boiling point 146° C. at 0.6 mm to 150° C. to 0.9 mm.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04221582uspto-grants-1980_09