1,3-Propanediamine → N-(3-aminopropyl)pyridin-2-amine

HRID 2213153Notes

Reaction equation

HRID 2213153 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:8][CH2:9][CH2:10][CH2:11][NH2:12]>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:8][CH2:9][CH2:10][CH2:11][NH2:12]

Participants

3

Reactant 2

HCID 4281,3-PropanediamineHCID 79732-Bromopyridine

Product 1

HCID 10606924N-(3-aminopropyl)pyridin-2-amineYield 44.9%

Procedure

2-Bromopyridine (100 g; 0.633 mol) and 1,3-diaminopropane (234.5 g; 3.16 mol) were refluxed for 7 h. After the reaction was complete, the mixture was evaporated, and distillation of the remaining residue under oil pump vacuum afforded 43 g of the required product; ESI-MS [M+H+]=152.15.

Workup

  1. customthe mixture was evaporated
  2. distillationdistillation of the remaining residue under oil pump vacuum

Sources & evidence

ORD record
ord-3afbe37ad4264beca6613610dc777cec
Source dataset
uspto-grants-2006_09
Patent number
US07105508B1

Reaction notes

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