1,3-Propanediamine → HCID 20077430, compound

HRID 1654996Notes

Reaction equation

HRID 1654996 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][NH2:4].[CH:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=O>C1C=CC=CC=1>[N:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH:6]1[NH:5][CH2:1][CH2:2][CH2:3][NH:4]1

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 142732-Pyridinecarboxaldehyde

Product 1

HCID 20077430HCID 20077430, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred solution of 1,3-propanediamine (0.37 g, 0.005 mol) in dry benzene (25) mL) was added dropwise at room temperature pyridine-2-carboxaldehyde (2) (0.535 g. 0.005 mol) in dry benzene (5 mL). The resulting cloudy solution was heated under reflux, using a Dean-Stark trap to remove water during 2 hr. The solvent was then completely removed by distillation to give about a quantatitive yield (0.80 g) of compound (9), having an N--CH(2-pyr)--N resonance at 4.1 ppm).

Workup

  1. temperatureThe resulting cloudy solution was heated
  2. temperatureunder reflux
  3. customto remove water during 2 hr
  4. customThe solvent was then completely removed by distillation
  5. customto give about

Sources & evidence

ORD record
ord-3101f381a416438ab3f2d37a2f30eb9d
Source dataset
uspto-grants-1995_04
Patent number
US05410052

Reaction notes

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