Octadecyl isocyanate → HCID 19390272, compound

HRID 1757252Notes

Reaction equation

HRID 1757252 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[CH2:10]([N:28]=[C:29]=[O:30])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>C(Cl)(Cl)Cl>[CH2:7]=[CH:6][C:5]1[CH:8]=[CH:9][CH:2]=[CH:3][CH:4]=1.[CH2:10]([NH:28][C:29]([NH2:1])=[O:30])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 2

HCID 66988Octadecyl isocyanateHCID 737004-Aminostyrene

Product 1

HCID 19390272HCID 19390272, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

1.00 g (8.40 mmol) of p-aminostyrene (99% Tokyo Kasei) was added to a 250 ml round bottom flask containing 10 ml of chloroform. After ten minutes of mixing, 2.52 g (8.41 mmol) of n-octadecyl isocyanate (98% Aldrich) was added dropwise. Within seconds, a yellow precipitate formed. Chloroform (20 ml) was added to aid stirring. The precipitate was filtered to remove the reaction liquid, then washed with 20 ml of chloroform resulting in a pale yellow powder (3.38 g, 96.0% crude yield, mp=109° C.).

Workup

  1. additionAfter ten minutes of mixing
  2. waitWithin seconds
  3. customa yellow 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 yellow powder (3.38 g, 96.0% crude yield, mp=109° C.)

Sources & evidence

ORD record
ord-dddf4fd9457245ca811ed5e918f72b59
Source dataset
uspto-grants-1995_08
Patent number
US05444129

Reaction notes

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