Reacción #1144430

ord-331e78f44cf74847817221983cb31339

Ecuación de reacción

CSCCl
chloromethylmethylsulfide
Cc1c(-c2ccccc2)[nH]c(=S)[nH]c1=O
6-phenylthiothymine
CCN(CC)CC
triethylamine
CSCn1c(-c2ccccc2)c(C)c(=O)[nH]c1=S
target compound
Rendimiento 8.1%
CSCn1c(-c2ccccc2)c(C)c(=O)[nH]c1=S
1-(methylthiomethyl)-6-phenylthiothymine
Rendimiento 8.1%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto react for 22 hours at room temperature
  2. 2
    ConcentraciónThe reaction mixture was concentrated under reduced pressure
  3. 3
    Lavadoeluted with chloroform
  4. 4
    ConcentraciónThe eluate was concentrated
  5. 5
    Otrocrystallized from ethyl acetate

Procedimiento

To 4 ml of dimethylformamide, 0.17 ml (2.0 mmol) of chloromethylmethylsulfide, 0.47 g (2.0 mmol) of 6-phenylthiothymine, 0.56 ml (2.0 mmol) of triethylamine were added and allowed to react for 22 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the residue was adsorbed on a silica gel column and eluted with chloroform. The eluate was concentrated and crystallized from ethyl acetate to obtain 45 mg of the target compound (Yield: 8%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE037979E1uspto-grants-2003_02