Formamide → 7-Bromo-3,4-dihydroquinazolin-4-one

HRID 1528030Notes

Reaction equation

HRID 1528030 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([Br:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[CH:12]([NH2:14])=O>>[Br:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:14][CH:12]=[N:1]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 713FormamideHCID 886912-Amino-4-bromobenzoic acid

Product 1

HCID 1355556127-Bromo-3,4-dihydroquinazolin-4-one

Conditions

Temperature
190 °C

Procedure

2-Amino-4-bromobenzoic acid (15.5 g) was dissolved in 100 mL of formamide and the solution was heated at 190° C. for 10 h. After the reaction was cooled to room temperature, the solid was collected via filtration, rinsed with water, and dried to give 10.5 g of 7-bromo-4-quinazolinone, LCMS ESI(+) m/z: 225/227 (M+1).

Workup

  1. temperatureAfter the reaction was cooled to room temperature
  2. filtrationthe solid was collected via filtration
  3. washrinsed with water
  4. customdried

Sources & evidence

ORD record
ord-1f28b7255ac64a35b36e29867d0fa3b0
Source dataset
uspto-grants-2015_07
Patent number
US09090588B2

Reaction notes

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