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

HRID 1761852Notes

Reaction equation

HRID 1761852 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-d79a2a1c77544c1aac01f45810e8ff14
Source dataset
uspto-grants-1989_05
Patent number
US04829066

Reaction notes

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