1,3-Propanediamine → HCID 14397358, compound

HRID 1906542Notes

Reaction equation

HRID 1906542 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[NH2:9][CH2:10][CH2:11][CH2:12][NH2:13]>N1C=CC=CC=1>[NH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 5642162-Bromo-5-methylpyridine

Product 1

HCID 14397358HCID 14397358, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Bromo-5-methylpyridine (17.2 g), 1,3-diaminopropane (37 g) and pyridine (10 ml) were heated together under reflux for 6 hr. The mixture was stripped to remove excess diaminopropane and the residue taken up in water. The pH was adjusted to 7.5 with conc. hydrochloric acid and extracted with chloroform. The aqueous solution was basified with conc. sodium hydroxide to pH 14 and extracted again with chloroform. The extracts were dried (K2CO3) and stripped to give 2-(3-aminopropylamino)-5-methylpyridine as an oil (9.95 g; 60%) which was used without further purification.

Workup

  1. temperatureunder reflux for 6 hr
  2. customto remove excess diaminopropane
  3. extractionextracted with chloroform
  4. extractionextracted again with chloroform
  5. dry with materialThe extracts were dried (K2CO3)

Sources & evidence

ORD record
ord-9c3ba4c483194c31aa58cee5bfb2c3d7
Source dataset
uspto-grants-1987_03
Patent number
US04652650

Reaction notes

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