2-Pyridinecarboxaldehyde → HCID 20077423, compound

HRID 1654995Notes

Reaction equation

HRID 1654995 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][CH3:8].[N:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]=O>C1C=CC=CC=1>[CH2:6]([N:5]1[CH2:4][CH2:3][CH2:2][NH:1][CH:15]1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][N:9]=1)[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 90250N-Propylpropane-1,3-diamine

Product 1

HCID 20077423HCID 20077423, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred solution of 1,5-diazaoctane (16) (0.58 g, 0.005 mol) in dry benzene (20 mL) was added dropwise pyridine-2-carboxaldehyde (0.535 g, 0.005 mol) in dry benzene (10 mL). The resulting solution was refluxed for 2 hr using a Dean-Stark trap to remove water. Finally, the solvent was removed completely by distillation to give compound (17) in quantitative yield (1.0 g).

Workup

  1. temperatureThe resulting solution was refluxed for 2 hr
  2. customto remove water
  3. customFinally, the solvent was removed completely by distillation

Sources & evidence

ORD record
ord-30b9c6a6d5f7498894359532eb7a9640
Source dataset
uspto-grants-1995_04
Patent number
US05410052

Reaction notes

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