m-Tolyl isocyanate → HCID 67804990, compound

HRID 1609683Notes

Reaction equation

HRID 1609683 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([CH3:19])[CH:15]=[CH:14][CH:13]=[C:12]([N:16]=[C:17]=[O:18])[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([CH3:19])[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17]([NH2:1])=[O:18])[CH:11]=1

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 737004-Aminostyrene

Product 1

HCID 67804990HCID 67804990, 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, 1.12 g (8.41 mmol) of m-tolyl isocyanate (99% Aldrich) was added dropwise. Within seconds, a white, pinkish 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 white powder (166 g, 78% crude yield, mp=203° C.).

Workup

  1. additionAfter ten minutes of mixing
  2. waitWithin seconds
  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 white powder (166 g, 78% crude yield, mp=203° C.)

Sources & evidence

ORD record
ord-1921881642634df6ac010d1ee9d526fc
Source dataset
uspto-grants-1995_03
Patent number
US05401825

Reaction notes

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