Benzyl isocyanate → HCID 57664030, compound

HRID 1510241Notes

Reaction equation

HRID 1510241 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.[N:14]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[C:15]=[O:16]>CN(C)C=O>[CH2:17]([NH:14][C:15]([NH:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[CH:8][CH:9]=1)=[O:16])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 76639Benzyl isocyanateHCID 15126544-(Pyridin-4-yl)aniline

Product 1

HCID 57664030HCID 57664030, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of [4-(4-pyridinyl)phenyl]amine (100 mg) in N,N-dimethylformamide (4 ml) was added (isocyanatomethyl)benzene (86 mg) and the mixture was stirred at ambient temperature for 2 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water and brine, dried over sodium sulfate, and evaporated in vacuo. The residue was triturated with ethyl acetate to give 1-benzyl-3-[4-(4-pyridinyl)phenyl]urea (135 mg) as a yellow powder.

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-6074c85616f64db69d5801b3f4410952
Source dataset
uspto-grants-2012_07
Patent number
US08211919B2

Reaction notes

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