Reaction #2139931

Reaction equation

9-ethyl-3-carbazolecarboxaldehyde

hydrazine monohydrate

triethylamine

→

9-Ethyl-3-carbazolecarboxaldehyde hydrazone

Solvents

tetrahydrofuran

water

Conditions

Workup

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

Procedure

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.

Source