Reacción #1435701

ord-dd590dc6069b484bbd50972ff09490a8

Ecuación de reacción

C1CCNCC1
piperidine
CC1=CC(=C(C#N)C#N)C=C(C(C)(C)C)O1
2-(2-tert-butyl-6-methyl-pyran-4-ylidene)-malononitrile
O=Cc1ccc(-c2ccc(N(c3ccccc3)c3ccccc3)cc2)s1
5-(4-diphenylamino-phenyl)-thiophene-2-carbaldehyde
CC(C)(C)C1=CC(=C(C#N)C#N)C=C(C=Cc2ccc(-c3ccc(N(c4ccccc4)c4ccccc4)cc3)s2)O1
target compound
Rendimiento 50.0%
CC(C)(C)C1=CC(=C(C#N)C#N)C=C(C=Cc2ccc(-c3ccc(N(c4ccccc4)c4ccccc4)cc3)s2)O1
2-(2-tert-butyl-6-{2-[5-(4-diphenylamino-phenyl)-thiophene-2-yl]-vinyl}-pyran-4-ylidene)-malononitrile
Rendimiento 50.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added
  2. 2
    TemperaturaThe reaction solution was heated for 24 hours
  3. 3
    Temperaturawhile refluxing
  4. 4
    TemperaturaAfter cooling the reaction solution
  5. 5
    Filtraciónthe precipitated red solid was filtered
  6. 6
    Otrorecrystallized with ethanol

Procedimiento

As shown in the following reaction 3, 0.72 g (3.37 mmol) of (2-(2-tert-butyl-6-methyl-pyran-4-ylidene)-malononitrile and 1 g (2.81 mmol) of 5-(4-diphenylamino-phenyl)-thiophene-2-carbaldehyde were added into 50 ml of ethanol, and 0.28 g (3.37 mmol) of piperidine was added thereto. The reaction solution was heated for 24 hours while refluxing. After cooling the reaction solution, the precipitated red solid was filtered, and recrystallized with ethanol to obtain 0.79 g of the target compound (Yield 50%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07211335B2uspto-grants-2007_05