1,3-Propanediamine → HCID 13752853, compound

HRID 623192Notes

Reaction equation

HRID 623192 reaction equation
Cl.[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]Cl)=[CH:7][N:6]=1)[CH3:3].[NH2:13][CH2:14][CH2:15][CH2:16][NH2:17].[OH-].[Na+]>O>[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][NH:13][CH2:14][CH2:15][CH2:16][NH2:17])=[CH:7][N:6]=1)[CH3:3]

Participants

5

Reactant 3

HCID 4281,3-Propanediamine2×HCID 14798Sodium HydroxideHCID 21271667HCID 21271667, compound

Product 1

HCID 13752853HCID 13752853, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Ethoxy-5-pyridylmethyl chloride hydrochloride (9.6 g) in an aqueous solution was added dropwise to the mixed solution of trimethylenediamine (11.1 g) and 20% aqueous solution (22 g) of sodium hydroxide at 0°-5° C. After the reaction mixture was stirred at room temperature for some time, water and excess trimethylenediamine were distilled off under reduced pressure from the contents and after the inorganic salts were filtered off, the produced viscous and oily substance was evaporated in vacuum to give N-(2-ethoxy-5-pyridylmethyl)trimethylenediamine (6.3 g).

Workup

  1. distillationwere distilled off under reduced pressure from the contents
  2. filtrationafter the inorganic salts were filtered off
  3. customthe produced viscous and oily substance was evaporated in vacuum

Sources & evidence

ORD record
ord-849b0d46dcc14cb59bd4c2b14186fa01
Source dataset
uspto-grants-1988_09
Patent number
US04774247

Reaction notes

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