Phthalic Anhydride → HCID 178429070, compound

HRID 861994Notes

Reaction equation

HRID 861994 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH2:9])[CH:3]=1.[C:10]1(=O)[O:15][C:13](=[O:14])[C:12]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:11]12>>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([N:9]2[C:13](=[O:14])[C:12]3[C:11](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:10]2=[O:15])[CH:3]=1

Participants

3

Reactant 2

HCID 6811Phthalic AnhydrideHCID 178429084HCID 178429084, compound

Product 1

HCID 178429070HCID 178429070, compoundYield 92%

Conditions

Temperature
190 °C

Procedure

The title compound from Example 31 (2.5 g, 20.0 mmol) and phthalic anhydride (3.0 g, 20.0 mmol) were ground in a mortor. This mixture was added to a flask which was flushed with N2 and immersed in an oil bath maintained at 190° C. Heating was continued for 2 h while a gentle flow of N2 was passed through the flask to removed the water by-product. The reaction was cooled to room temperature and the product solid was filtered and washed extensively with 100 mL aliquotes of CH2Cl2, MeOH, EtOAc, and Et2O. After drying, 4.63 g (92%) of the title material was obtained.

Workup

  1. additionThis mixture was added to a flask which
  2. customwas flushed with N2
  3. customimmersed in an oil bath
  4. temperatureHeating
  5. customto removed the water by-product
  6. temperatureThe reaction was cooled to room temperature
  7. filtrationthe product solid was filtered
  8. washwashed extensively with 100 mL aliquotes of CH2Cl2, MeOH, EtOAc, and Et2O
  9. customAfter drying

Sources & evidence

ORD record
ord-72c7733b5b4d4ca188d385c8519bde90
Source dataset
uspto-grants-1998_02
Patent number
US05716964

Reaction notes

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