Ammonium Hydroxide → 7-Bromo-2-methylquinazolin-4(3H)-one

HRID 2209281Notes

Reaction equation

HRID 2209281 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=O)[O:9][C:8]([CH3:12])=[N:7][C:6]=2[CH:13]=1.[OH-].[NH4+:15]>>[Br:1][C:2]1[CH:13]=[C:6]2[C:5]([C:10](=[O:9])[NH:15][C:8]([CH3:12])=[N:7]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 126761197-bromo-2-methyl-4H-benzo[d][1,3]oxazin-4-one

Product 1

HCID 1358045037-Bromo-2-methylquinazolin-4(3H)-oneYield 56.4%

Conditions

Temperature
80 °C

Procedure

7-bromo-2-methyl-4H-benzo[d][1,3]oxazin-4-one 7.25 (400 mg, 1.58 mmol) was taken up in 26% aqueous ammonium hydroxide (5 mL, 33.38 mmol) and heated in a sealed tube at 80° C. for 4 hours. Mixture was cooled to room temperature and solid was filtered, washing with water. Solid was dried in-vacuo to yield 7-bromo-2-methylquinazolin-4(3H)-one 7.26 (213 mg), which was used in the next step without further purification.

Workup

  1. temperatureMixture was cooled to room temperature
  2. filtrationsolid was filtered
  3. washwashing with water
  4. customSolid was dried in-vacuo

Sources & evidence

ORD record
ord-38cc402859f341d2958a6be393d174f5
Source dataset
uspto-grants-2016_06
Patent number
US09376441B2

Reaction notes

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