Trimethylsilyl isocyanate → ((4-Aminophenyl)methyl)urea

HRID 581059Notes

Reaction equation

HRID 581059 reaction equation
C[Si]([N:5]=[C:6]=[O:7])(C)C.[NH2:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][NH2:14])=[CH:11][CH:10]=1>C1COCC1>[NH2:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][NH:14][C:6]([NH2:5])=[O:7])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 70696Trimethylsilyl isocyanateHCID 4278144-Aminobenzylamine

Product 1

HCID 40423978((4-Aminophenyl)methyl)urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Trimethylsilylisocyanate (3.2 ml; 85%) was added to a solution of 4-amino-benzylamine (1.55 ml) in dry THF (40 ml). A white solid precipitated. The reaction mixture was stirred at r.t. overnight then the precipitate was filtered and washed with ethyl acetate giving the title compound (1.2 g) as a white solid.

Workup

  1. customA white solid precipitated
  2. filtrationthe precipitate was filtered
  3. washwashed with ethyl acetate giving the title compound (1.2 g) as a white solid

Sources & evidence

ORD record
ord-e22ede468ecd4eb0b42b6c8623ae3b4c
Source dataset
uspto-grants-1999_07
Patent number
US05919811

Reaction notes

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