Reacción #1946558

ord-63e8217cd0c24252a9404d9a004eccb9

Ecuación de reacción

COc1cccc(C(=O)Cl)c1
m-anisoyl chloride
N#C[S-].[K+]
potassium thiocyanate
Cl
HCl
CCCCNCCCC
dibutylamine
CCCCN(CCCC)C(=S)NC(=O)c1cccc(OC)c1
N,N-Dibutyl-N′-(3-methoxybenzoyl)thiourea

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was heated
  2. 2
    Temperaturato reflux
  3. 3
    Temperaturamaintained
  4. 4
    Temperaturaat reflux for 20 mins
  5. 5
    ExtracciónThe oily residue was extracted with methylene chloride
  6. 6
    Secadodried over magnesium sulfate
  7. 7
    Concentraciónconcentrated
  8. 8
    Otrowas used without further purification

Procedimiento

To a solution of 38.87 g (0.40 mol) of potassium thiocyanate in 630 ml of acetone was added dropwise over 15 min, 68.24 g (0.40 mol) m-anisoyl chloride. The mixture was heated to reflux and maintained at reflux for 20 mins. To this mixture was added 51.7 g (0.40 mol) of dibutylamine over 10 min. The mixture was stirred overnight. The mixture was added to a mixture of 103 ml of conc. HCl in 840 ml of ice water. The oily residue was extracted with methylene chloride, dried over magnesium sulfate and concentrated. The yield of product was 94.62% and was used without further purification. Anal. Calcd. for C17H26N2O2S: C, 63.3; H, 8.1, N, 8.7; S, 9.9. Found: C, 62.54; H, 8.38; N, 8.66: S, 9.19.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06528223B1uspto-grants-2003_03