Acetamide → 2-Methyl-4(3H)-quinazolinone

HRID 2063592Notes

Reaction equation

HRID 2063592 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[C:11](N)(=O)[CH3:12]>C(O)C>[CH3:11][C:12]1[NH:6][C:4](=[O:5])[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[N:1]=1

Participants

4

Reactant 2

HCID 178AcetamideHCID 6942Anthranilamide

Product 1

HCID 1354004572-Methyl-4(3H)-quinazolinoneYield 47%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 2-amino benzamide (20 g, 0.147 mol) and acetamide (43 g, 0.735 mol) was heated to 180° C. for 20 h. The dark brown reaction mixture was cooled and suspended in ethanol (200 ml). After stirring for 2 h, it was filtered and dried under suction to afford 11 g (47%) of the titled compound as a brown solid.

Workup

  1. temperatureThe dark brown reaction mixture was cooled
  2. filtrationit was filtered
  3. customdried under suction

Sources & evidence

ORD record
ord-82668aad3c26471984ca7fb6add9a459
Source dataset
uspto-grants-2012_10
Patent number
US08288398B2

Reaction notes

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