2-Tolyl isocyanate → Benzenamine, N,N'-methanetetraylbis(2-methyl-

HRID 67036

Reaction equation

HRID 67036 reaction equation
[C:1]1([CH3:10])[C:2]([N:7]=[C:8]=O)=[CH:3][CH:4]=[CH:5][CH:6]=1>C(=O)=O>[C:1]1([CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]=[C:8]=[N:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[CH3:10]

Participants

3

Reactant 1

HCID 691942-Tolyl isocyanate

Product 1

HCID 102025Benzenamine, N,N'-methanetetraylbis(2-methyl-Yield 93.2%

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

133 g of o-tolylisocyanate and 5 g of solid, insoluble catalyst from Example 2a were heated to 140° C. with stirring. After evolution of 12.1 liters of carbon dioxide, which took place within 2 hours, the catalyst was suction filtered and the filtrate was distilled. 103.5 g of di-o-tolyl-carbodiimide, b.p. 130°-132° C./0.1 Torr were obtained (94% of the theory).

Workup

  1. customwithin 2 hours
  2. filtrationfiltered
  3. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-4bef1c3aabf34b59b1eed76763d84c2a
Source dataset
uspto-grants-1982_08
Patent number
US04344855

Linked notes

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