1,3-Propanediamine → HCID 14397358, compound

HRID 464676Notes

Reaction equation

HRID 464676 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-b1bf76373b854b40804afffddf9b0211
Source dataset
uspto-grants-1985_10
Patent number
US04548940

Reaction notes

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