Hexamethylene diisocyanate → HCID 87529804, compound

HRID 1052333Notes

Reaction equation

HRID 1052333 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1.[CH2:10]([N:19]=[C:20]=[O:21])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]=[C:17]=[O:18]>C(#N)C>[CH2:10]([N:19]=[C:20]=[O:21])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]=[C:17]=[O:18].[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1

Participants

4

Reactant 2

HCID 13192Hexamethylene diisocyanateHCID 787361H-Imidazole-1-propanamine

Product 1

HCID 87529804HCID 87529804, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
75 °C

Procedure

A three-neck flask equipped with a condenser, a dropping funnel and a thermocouple and placed on a mantle heater, was charged with 50 g (0.4 mole) of 1-(3-aminopropyl)imidazole and 250 mL of acetonitrile. Then, the solution mixture was heated to 70 to 80° C. To the solution mixture, 33.6 g (0.2 mole) of hexamethylene diisocyanate dissolved in 50 mL of acetonitrile was added dropwise to generate a white precipitate. After completion of addition, the mixture was stirred at 70 to 80° C. for one hour and then cooled to room temperature. The white solid substance was filtered and washed with acetonitrile to obtain an imidazole-isocyanate adduct (hereinafter simply referred to as A-1).

Workup

  1. customA three-neck flask equipped with a condenser, a dropping funnel
  2. additionwas added dropwise
  3. additionAfter completion of addition
  4. temperaturecooled to room temperature
  5. filtrationThe white solid substance was filtered
  6. washwashed with acetonitrile

Sources & evidence

ORD record
ord-07d0c574520d48aab2bffc9b97bf28ae
Source dataset
uspto-grants-2016_07
Patent number
US09388308B2

Reaction notes

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