Ethyl 4-isocyanatobenzoate → HCID 9808166, compound

HRID 412070Notes

Reaction equation

HRID 412070 reaction equation
[OH:1][CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][C:17]=2[C:18]([F:21])([F:20])[F:19])[NH:14][C:13](=[O:22])[C:12]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:11]3)[CH:7]=1.[N:28]([C:31]1[CH:41]=[CH:40][C:34]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[CH:33][CH:32]=1)=[C:29]=[O:30]>C(OCC)(=O)C>[CH2:38]([O:37][C:35]([C:34]1[CH:40]=[CH:41][C:31]([NH:28][C:29]([O:1][CH2:2][C:3]2[N:4]=[CH:5][N:6]([C:8]3[CH:9]=[C:10]4[C:15](=[CH:16][C:17]=3[C:18]([F:20])([F:21])[F:19])[NH:14][C:13](=[O:22])[C:12]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:11]4)[CH:7]=2)=[O:30])=[CH:32][CH:33]=1)=[O:36])[CH3:39]

Participants

4

Reactant 2

HCID 589805Ethyl 4-isocyanatobenzoateHCID 9951850HCID 9951850, compound

Product 1

HCID 9808166HCID 9808166, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of the compound of Example 17 (768 mg, 2.01 mmol) in ethyl acetate (30 ml) was added ethyl 4-isocyanatobenzoate (769 mg, 4.02 mmol), and the mixture was refluxed for 48 hours. After cooling with ice, the precipitated crystals were collected by filtration, washed with ethyl acetate, and then dried under reduced pressure, thereby obtaining 1.13 g of title compound as colorless powder. Yield 98%.

Workup

  1. temperaturethe mixture was refluxed for 48 hours
  2. temperatureAfter cooling with ice
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with ethyl acetate
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-d5ce9b49ddf94421b6fcd7405a9fc2b5
Source dataset
uspto-grants-2003_05
Patent number
US06562839B1

Reaction notes

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