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

HRID 1607557Notes

Reaction equation

HRID 1607557 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 chilled. The solid material which separates is filtered and washed with 3×100 ml H2O. This is then dried in a vac oven at 70° C. and then used directly in the next step.

Workup

  1. temperaturechilled
  2. filtrationThe solid material which separates is filtered
  3. washwashed with 3×100 ml H2O
  4. customThis is then dried in a vac oven at 70° C.

Sources & evidence

ORD record
ord-81ec1509793d4e5886decc4129aa1d8e
Source dataset
uspto-grants-1989_09
Patent number
US04866074

Reaction notes

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