Ammonium Acetate → HCID 178433408, compound

HRID 1700119Notes

Reaction equation

HRID 1700119 reaction equation
[CH3:1][C:2]1[O:7][C:6](=O)[C:5]2[CH:9]=[CH:10][CH:11]=[C:12]([Br:13])[C:4]=2[N:3]=1.C([O-])(=O)C.[NH4+:18]>O>[CH3:1][C:2]1[N:18]=[C:6]([OH:7])[C:5]2[C:4](=[C:12]([Br:13])[CH:11]=[CH:10][CH:9]=2)[N:3]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 18317813HCID 18317813, compound

Product 1

HCID 178433408HCID 178433408, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

Part B: A mixture of 17.0 g (71 mmol) of 2-methyl-8-bromo-3,1-benzoxazin4-one and 84.8 g (1.1 mol) of ammonium acetate was heated to 140° C. while stirring for 2 hours. After cooling to room temperature 250 ml of water was added under intensive stirring to the mixture. The resulting precipitate was collected by filtration and washed three times with 50 ml of water. The product was dried in vacuo, suspended in 150 ml of diisopropylether, stirred for 30 minutes and collected by filtration. The product was washed three times with diisopropylether and dried in vacuo resulting in a total of 14.2 g of 2-methyl-4-hydroxy-8-bromo-quinazoline (84% yield).

Workup

  1. additionwas added
  2. stirringunder intensive stirring to the mixture
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed three times with 50 ml of water
  5. customThe product was dried in vacuo
  6. stirringstirred for 30 minutes
  7. filtrationcollected by filtration
  8. washThe product was washed three times with diisopropylether
  9. customdried in vacuo

Sources & evidence

ORD record
ord-854474aa14cd49278a210df9238d0e04
Source dataset
uspto-grants-2002_02
Patent number
US06350750B1

Reaction notes

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