Phenyl isocyanate → HCID 19390266, compound

HRID 1757253Notes

Reaction equation

HRID 1757253 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[C:10]1([N:16]=[C:17]=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(Cl)(Cl)Cl>[CH2:7]=[CH:6][C:5]1[CH:8]=[CH:9][CH:2]=[CH:3][CH:4]=1.[C:10]1([NH:16][C:17]([NH2:1])=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 737004-Aminostyrene

Product 1

HCID 19390266HCID 19390266, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5.00 g (42.0 mmol) of p-aminostyrene (99% Tokyo Kasei) was added to a 250 ml round bottom flask. After ten minutes of mixing, 5.00 g (42.0 mmol) of phenyl isocyanate (99% 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 (8.60 g, 86.0 % crude yield, mp=213° 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 (8.60 g, 86.0 % crude yield, mp=213° C.)

Sources & evidence

ORD record
ord-1d226cbd7ed242138777af4334107420
Source dataset
uspto-grants-1995_08
Patent number
US05444129

Reaction notes

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