Reacción #1329169

ord-31168669904348c2ad1445dc9aed39a1

Ecuación de reacción

CNCC(=O)OC.Cl
sarcosine methyl ester hydrochloride
C1CCC2=NCCCN2CC1
DBU
S=C=NCc1ccccc1
benzyl isothiocyanate
CN1CC(=O)N(Cc2ccccc2)C1=S
title compound
Rendimiento 99.9%
CN1CC(=O)N(Cc2ccccc2)C1=S
3-benzyl-1-methyl-2-thioxoimidazolidin-4-one
Rendimiento 99.9%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe resulting solution was heated
  2. 2
    Temperaturaat reflux 16 h
  3. 3
    Temperaturacooled
  4. 4
    Concentraciónconcentrated
  5. 5
    Otrochromatographed (silica gel, DCM)

Procedimiento

To a solution of sarcosine methyl ester hydrochloride (0.56 g, 4.0 mmol) and DBU (0.60 mL, 4.0 mmol) in anhydrous ethanol added benzyl isothiocyanate (0.53 mL, 4.0 mmol). The resulting solution was heated at reflux 16 h, cooled, concentrated and chromatographed (silica gel, DCM) to give the title compound (0.88 g, quant.). 1H-NMR (CDCl3): δ 7.49–7.53 (2H, m), 7.28–7.35 (3H, m), 5.02 (2H, s), 4.03 (2H, s), 3.34 (3H, s).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07115640B2uspto-grants-2006_10