Reacción #2139931

ord-cae24a0eeab24a9fa894fc57cc059d38

Ecuación de reacción

CCn1c2ccccc2c2cc(C=O)ccc21
9-ethyl-3-carbazolecarboxaldehyde
NN.O
hydrazine monohydrate
CCN(CC)CC
triethylamine
CCn1c2ccccc2c2cc(C=NN)ccc21
9-Ethyl-3-carbazolecarboxaldehyde hydrazone

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroequipped with a mechanical stirrer and an addition funnel
  2. 2
    workup.STIRRINGthe reaction mixture was stirred at room temperature for 2 hours
  3. 3
    FiltraciónA precipitate was collected by filtration
  4. 4
    Lavadowashed repeatedly with water
  5. 5
    Otroto give crude, i.e.
  6. 6
    Otrowithout further purification, 9-ethyl-3-carbazolecarboxaldehyde hydrazone, which

Procedimiento

A quantity of 98% hydrazine monohydrate (50 ml, 1.4 mole, obtained from Aldrich, Milwaukee, Wis.) and 10 ml of triethylamine (obtained from Aldrich, Milwaukee, Wis.) were added to a 250 ml, 2-neck round bottom flask equipped with a mechanical stirrer and an addition funnel. The solution was stirred vigorously at room temperature for a period of 10-15 min. A solution of 9-ethyl-3-carbazolecarboxaldehyde (22.3 g, 0.1 mol, from Aldrich, Milwaukee, Wis.) in 30 ml of tetrahydrofuran (THF) was added slowly to the round bottom flask. After the addition of aldehyde was completed, the reaction mixture was stirred at room temperature for 2 hours. Then, the reaction mixture was diluted with 50 ml of water. A precipitate was collected by filtration and washed repeatedly with water to give crude, i.e. without further purification, 9-ethyl-3-carbazolecarboxaldehyde hydrazone, which was used immediately in the next step.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07326506B2uspto-grants-2008_02