Hexamethylene diisocyanate → HCID 19390273, compound

HRID 1757250Notes

Reaction equation

HRID 1757250 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[N:10](CCCCCCN=C=O)=[C:11]=[O:12]>C(Cl)(Cl)Cl>[CH2:7]=[CH:6][C:5]1[CH:8]=[CH:9][CH:2]=[CH:3][CH:4]=1.[C:5]1([CH3:6])[CH:8]=[CH:9][C:2]([NH:1][C:11]([NH2:10])=[O:12])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 13192Hexamethylene diisocyanateHCID 737004-Aminostyrene

Product 1

HCID 19390273HCID 19390273, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1,6-Hexyl Urea Styrene Dimer: 1.00 g (8.40 mmol) of p-aminostyrene (99% Tokyo Kasei) was added to a 250 ml round bottom flask containing 100 ml of chloroform. After ten minutes of mixing, 0.706 g (4.20 mmol) of 1,6-diisocyanato hexane (98% Aldrich) was added dropwise. After twenty minutes, a white, pinkish precipitate formed. The precipitate was filtered to remove the reaction liquid, then washed with 20 ml of chloroform resulting in a pale white powder (0.87 g, 51% crude yield, mp=228° C.).

Workup

  1. additionAfter ten minutes of mixing
  2. waitAfter twenty minutes
  3. customa white, pinkish precipitate formed
  4. filtrationThe precipitate was filtered
  5. customto remove
  6. customthe reaction liquid
  7. washwashed with 20 ml of chloroform resulting in a pale white powder (0.87 g, 51% crude yield, mp=228° C.)

Sources & evidence

ORD record
ord-c9b44a586b964ea18a2a0171a9f6adc6
Source dataset
uspto-grants-1995_08
Patent number
US05444129

Reaction notes

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