Water → 7-bromo-2H,3H,4H-pyrido(3,2-b)(1,4)oxazin-3-one

HRID 1164791Notes

Reaction equation

HRID 1164791 reaction equation
[O:1]1[CH2:6][C:5](=[O:7])[NH:4][C:3]2[N:8]=[CH:9][CH:10]=[CH:11][C:2]1=2.C1C(=O)N([Br:19])C(=O)C1.O>CN(C=O)C>[Br:19][C:10]1[CH:9]=[N:8][C:3]2[NH:4][C:5](=[O:7])[CH2:6][O:1][C:2]=2[CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 884992H-pyrido(3,2-b)-1,4-oxazin-3(4H)-one

Product 1

HCID 159259837-bromo-2H,3H,4H-pyrido(3,2-b)(1,4)oxazin-3-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 5.6 g 2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one dissolved in 85 ml of DMF under nitrogen is added 7.96 g NBS in 50 ml of DMF. This is allowed to stir at room temperature overnight. To this is added 35 ml of water and the mixture is chilled The solid material which separates is filtered and washed with 3×100 ml H2O. This is then dried under vacuum at 70° C. and then used directly in the next step.

Workup

  1. temperaturethe mixture is chilled The solid material which
  2. filtrationseparates is filtered
  3. washwashed with 3×100 ml H2O
  4. customThis is then dried under vacuum at 70° C.

Sources & evidence

ORD record
ord-a3b7c301540e4b4e8c052bf482187430
Source dataset
uspto-grants-1990_03
Patent number
US04906629

Reaction notes

Loading…