Ammonia → 5-Bromoquinazolin-4(1H)-one

HRID 273799Notes

Reaction equation

HRID 273799 reaction equation
[NH3:1].[Br:2][C:3]1[C:8]2[C:9](=[O:14])[NH:10][C:11](=O)O[C:7]=2[CH:6]=[CH:5][CH:4]=1.O>C(N)=O>[Br:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:8]=1[C:9](=[O:14])[NH:10][CH:11]=[N:1]2

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 962WaterHCID 20094071HCID 20094071, compound

Product 1

HCID 1357150205-Bromoquinazolin-4(1H)-one

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Procedure

1. Gaseous ammonia is introduced at 15° to 25° C. into a suspension of 43 g of 5-bromo-2H-1,3-benzoxazine-2,4(1H)-dione in 190 ml of formamide. A solution thereby results. The solution is stirred at room temperature for 3 h. and then the excess ammonia is driven off by passing nitrogen through the solution. The solution is then stirred at 15° C. for 15 h. The reaction solution is then cooled and treated with 250 ml of water while stirring. The crystals are filtered off, washed with water and dried in a vacuum. 26 g of 5-bromo-3H-quinazolin-4-one of m.p. 239°-240° C. are obtained.

Workup

  1. customA solution thereby results
  2. stirringThe solution is then stirred at 15° C. for 15 h
  3. temperatureThe reaction solution is then cooled
  4. stirringwhile stirring
  5. filtrationThe crystals are filtered off
  6. washwashed with water
  7. customdried in a vacuum

Sources & evidence

ORD record
ord-daef0c1cdb794d99976d2507f248c7b8
Source dataset
uspto-grants-1995_02
Patent number
US05387585

Reaction notes

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