N-bromobutanimide → HCID 23298034, compound

HRID 1953771Notes

Reaction equation

HRID 1953771 reaction equation
[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[N:11][C:10]2[C:5](=[CH:6][C:7]([F:16])=[CH:8][C:9]=2[CH3:15])[N:4]=1.[Br:17]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:15][C:9]1[CH:8]=[C:7]([F:16])[CH:6]=[C:5]2[C:10]=1[N:11]=[C:12]([O:13][CH3:14])[C:3]([O:2][CH3:1])=[N:4]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 23298052HCID 23298052, compound

Product 1

HCID 23298034HCID 23298034, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

8.4 g (37.8 mmol) of 2,3-dimethoxy-7-fluoro-5-methylquinoxaline, 7.4 g (41.6 mmol) of N-bromosuccinimide and 0.63 g (0.38 mmol) of azoisobutyronitrile are introduced into 140 ml of carbon tetrachloride and stirred at reflux for 6 hours. The reaction mixture is cooled and concentrated, and the residue is taken up in diethyl ether. The suspension is filtered off and the mother liquor is concentrated again. The remaining crude product is recrystallized from hexane. The title compound is obtained as white crystals of m.p. 122-125° C.

Workup

  1. temperatureat reflux for 6 hours
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated
  4. filtrationThe suspension is filtered off
  5. concentrationthe mother liquor is concentrated again
  6. customThe remaining crude product is recrystallized from hexane

Sources & evidence

ORD record
ord-0f4c4d7ec5a94caf841a8b08a4322a18
Source dataset
uspto-grants-2000_09
Patent number
US06117873

Reaction notes

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