Propylamine → HCID 12115458, compound

HRID 1359604Notes

Reaction equation

HRID 1359604 reaction equation
[C:1](#[N:8])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:7].[CH2:9]([NH2:12])[CH2:10][CH3:11]>>[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][N:8]([CH2:4][CH2:5][CH3:6])[CH2:1][CH2:2][CH2:3][CH2:11][CH2:10][C:9]#[N:12])#[N:7]

Participants

3

Reactant 2

HCID 7852PropylamineHCID 8128Adiponitrile

Product 1

HCID 12115458HCID 12115458, compound

Procedure

116.0 g of adiponitrile and 15.7 mL of propylamine, (4 to 1 ratio of dinitrile to primary amine) were charged to a 300 cc autoclave along with 2.8 grams of catalyst (5 wt. % Pd on alumina powder). After purging with nitrogen, the reaction was pressurized to 50 psig with hydrogen and heating was commenced. Hydrogen was continuously replenished. After the temperature reached 110° C., stirring was increased to 1000 rpm and the hydrogen pressure was increased to 500 psig. The temperature and pressure were maintained for 1.5 hours. The product mixture comprised of 39% bis(cyanopentyl)aminopropane and 36% unconverted adiponitrile.

Workup

  1. customAfter purging with nitrogen
  2. temperatureheating
  3. customreached 110° C.
  4. temperaturewas increased to 1000 rpm
  5. temperaturethe hydrogen pressure was increased to 500 psig
  6. temperatureThe temperature and pressure were maintained for 1.5 hours

Sources & evidence

ORD record
ord-d0d1e4426f374279b958b5a18fd573eb
Source dataset
uspto-grants-2003_07
Patent number
US06600075B1

Reaction notes

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