Pyridine → Benzaldehyde (2-cyanoethyl)(ethoxycarbonyl)hydrazone

HRID 2394487Notes

Reaction equation

HRID 2394487 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[C:7]([CH2:9][CH2:10][NH:11][N:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)#[N:8].N1C=CC=CC=1>C(OCC)(=O)C>[C:7]([CH2:9][CH2:10][N:11]([C:2]([O:4][CH2:5][CH3:6])=[O:3])[N:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)#[N:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 85132177Benzaldehyde (2-cyanoethyl)hydrazone

Product 1

HCID 54133299Benzaldehyde (2-cyanoethyl)(ethoxycarbonyl)hydrazone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

1.08 g (10-2 moles) of ethyl chloroformate in solution in 5 ml of anhydrous ethyl acetate are added dropwise to a solution containing 10-2 moles of benzaldehyde (2-cyanoethyl)hydrazone and 0.79 g (10-2 moles) of anhydrous pyridine in 20 ml of anhydrous ethyl acetate, with stirring in the cold. The reaction mixture is slowly heated to reflux temperature and left stirring for 2 hours and then filtered hot.

Workup

  1. temperatureThe reaction mixture is slowly heated
  2. temperatureto reflux temperature
  3. waitleft
  4. stirringstirring for 2 hours
  5. filtrationfiltered hot

Sources & evidence

ORD record
ord-71ed5e1fe11941278fc16793dd5381b3
Source dataset
uspto-grants-1998_09
Patent number
US05811456

Reaction notes

Loading…