1,3-Propanediamine → N-(3-Aminopropyl) methacrylamide

HRID 1900159Notes

Reaction equation

HRID 1900159 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[NH2:7][CH2:8][CH2:9][CH2:10][NH2:11]>C(Cl)Cl>[NH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 13528Methacryloyl chloride

Product 1

HCID 2734954N-(3-Aminopropyl) methacrylamideYield 72%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
25 °C

Procedure

Methacryloyl chloride (8.0 g, 0.078 mmol) in methylene chloride (10 ml) was added to a solution of 1,3-diaminopropane (35 ml) in methylene chloride (200 ml) at 0° C. After 15 min. stirring at 0° C. and 16 hours at 25° C. the reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (silicagel, chloroform/methanol (8:2)) to give (72%) of the title compound.

Workup

  1. filtrationwas filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by flash chromatography (silicagel, chloroform/methanol (8:2))

Sources & evidence

ORD record
ord-f3ca27dc50094c6c8b3006578c70ac94
Source dataset
uspto-grants-1996_11
Patent number
US05574097

Reaction notes

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