Phenyl isocyanate → HCID 18536755, compound

HRID 412077Notes

Reaction equation

HRID 412077 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8](=[O:12])[NH:9]2)=[CH:4][C:3]=1[N:18]1[CH:22]=[C:21]([CH2:23][OH:24])[N:20]=[CH:19]1.[C:25]1([N:31]=[C:32]=[O:33])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)CC)C>C(OCC)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8](=[O:12])[NH:9]2)=[CH:4][C:3]=1[N:18]1[CH:22]=[C:21]([CH2:23][O:24][C:32](=[O:33])[NH:31][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:20]=[CH:19]1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 18536749HCID 18536749, compound

Product 1

HCID 18536755HCID 18536755, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of the compound of Example 36 (100 mg, 288 μmol) in ethyl acetate (5 ml) were added phenyl isocyanate (68.6 mg, 576 μmol) and successively triethylamine (58.3 mg, 576 μmol), and the mixture was refluxed for 24 hours. After cooling, the precipitated crystals were collected by filtration, washed with ethyl acetate and water in sequence, and then dried under reduced pressure, thereby obtaining 44.0 mg of title compound as colorless powder. Yield 33%.

Workup

  1. temperaturethe mixture was refluxed for 24 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with ethyl acetate and water in sequence
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f1f6b44374dc436d9a228389371df6a9
Source dataset
uspto-grants-2003_05
Patent number
US06562839B1

Reaction notes

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