Chlorophenyl isocyanate → HCID 22444196, compound

HRID 1107426Notes

Reaction equation

HRID 1107426 reaction equation
[C:1]1([CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]=[C:24]=[O:25]>CN(C)C=O>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23][C:24]([NH:9][CH2:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:25]

Participants

4

Reactant 2

HCID 76833Chlorophenyl isocyanateHCID 775752,2-Diphenylethylamine

Product 1

HCID 22444196HCID 22444196, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2,2-diphenylethylamine (2.0 g, 10.1 mmol) in 15 ml of N,N-dimethylformamide (DMF) was cooled to 0° C. and treated with 2-chlorophenyl isocyanate (1.46 g, 12.2 mmol) under nitrogen (N2). The reaction solution was stirred at room temperature for 15 minutes and partitioned between ethyl acetate (EtOAc) and water (H2O). The organic layer was washed with sodium bicarbonate (NaHCO3) and brine, dried over sodium sulfate (Na2SO4), filtered and concentrated in vacuo to provide a white solid.

Workup

  1. custompartitioned between ethyl acetate (EtOAc) and water (H2O)
  2. washThe organic layer was washed with sodium bicarbonate (NaHCO3) and brine
  3. dry with materialdried over sodium sulfate (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto provide a white solid

Sources & evidence

ORD record
ord-d85bd56d8c35461fb008bf8f2ab7eb1c
Source dataset
uspto-grants-2000_05
Patent number
US06060484

Reaction notes

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