Reacción #45884

ord-18607ce00ccb4bd782da06663c299825

Ecuación de reacción

COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetan-2,4-disulfide
Cc1c(-c2ccccc2)c(CC(=O)N(C)C)c2oc(C3CC3)nc2c1C#N
2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylacetamide
Cc1c(-c2ccccc2)c(CC(=S)N(C)C)c2oc(C3CC3)nc2c1C#N
compound
Rendimiento 67.0%
Cc1c(-c2ccccc2)c(CC(=S)N(C)C)c2oc(C3CC3)nc2c1C#N
2-(4-Cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamide
Rendimiento 67.0%

Disolventes

Condiciones de reacción

Temperatura
125°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction liquid
  2. 2
    Concentraciónwas concentrated
  3. 3
    Otrothe resulting residue was purified by silica gel column chromatography (eluent, n-hexane

Procedimiento

2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetan-2,4-disulfide (24.8 mg, 0.061 mmol) was added to a toluene (1 ml) solution of 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylacetamide (I-313) (20.0 mg, 0.056 mmol), followed by stirring in ah oil bath at 125° C. for 5 hours. The reaction liquid was concentrated, and the resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=1:1, v/v) to obtain the entitled compound (14.0 mg, 67%) as a yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07737166B2uspto-grants-2010_06