N,N-Dimethyl-1,3-propanediamine → HCID 86737372, compound

HRID 1732235Notes

Reaction equation

HRID 1732235 reaction equation
CO[CH:3]([CH3:8])[CH2:4][C:5]([NH2:7])=[O:6].[CH3:9][N:10]([CH3:15])[CH2:11][CH2:12][CH2:13]N.[OH-].[Na+]>>[CH3:9][N:10]([CH3:15])[CH2:11][CH2:12][CH2:13][NH:7][C:5](=[O:6])/[CH:4]=[CH:3]/[CH3:8]

Participants

4

Reactant 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 14798Sodium HydroxideHCID 22123474HCID 22123474, compound

Product 1

HCID 86737372HCID 86737372, compound

Procedure

117.2 g (1.0 mole) of 3-methoxybutyric acid amide are heated with 103.7 g (1.05 mole) of 3-dimethylaminopropylamine for 10 hours in a temperature range of 145°-175° C. The mixture is allowed to cool, 1.5 g of sodium hydroxide are added and the mixture is heated in a high vacuum at 120°-130° C. The methanol is split off within about 30 minutes, vigorous foaming occurring. The temperature is increased and 130 g (0.76 mole=76% of the theoretical yield) of light yellow oil having a Bp0.1 of 132°-134° C. are distilled off.

Workup

  1. temperatureto cool
  2. temperaturethe mixture is heated in a high vacuum at 120°-130° C
  3. customThe methanol is split off within about 30 minutes
  4. temperatureThe temperature is increased
  5. custom130 g (0.76 mole=76% of the theoretical yield) of light yellow oil
  6. customa Bp0.1 of 132°-134° C.
  7. distillationare distilled off

Sources & evidence

ORD record
ord-06fbf09b20da4ea5af3871c7ce9189df
Source dataset
uspto-grants-1980_12
Patent number
US04237067

Reaction notes

Loading…