2-Nitropropane → HCID 18706556, compound

HRID 1422262Notes

Reaction equation

HRID 1422262 reaction equation
[Na].[N+](C(C)C)([O-])=[O:3].Br[CH2:9][C:10]1[CH:19]=[C:18]([Br:20])[CH:17]=[C:16]2[C:11]=1[N:12]=[C:13]([O:23][CH3:24])[C:14]([O:21][CH3:22])=[N:15]2.O>CO>[Br:20][C:18]1[CH:17]=[C:16]2[C:11]([N:12]=[C:13]([O:23][CH3:24])[C:14]([O:21][CH3:22])=[N:15]2)=[C:10]([CH:9]=[O:3])[CH:19]=1

Participants

6

Reactant 4

HCID 3982-NitropropaneHCID 962WaterHCID 5360545SodiumHCID 23298010HCID 23298010, compound

Product 1

HCID 18706556HCID 18706556, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.38 g (60 mmol) of sodium are dissolved in portions, at 0° C. under N2, in 200 ml of methanol. At 0° C., 5.85 ml (65 mmol) of 2-nitropropane are added dropwise. 18.1 g (50 mmol) of 5-(bromomethyl)-7-bromo-2,3-dimethoxy-quinoxaline are then added. The beige suspension is heated to reflux and stirred for 1 hour. The reaction mixture is poured onto 600 ml of water and the methanol is distilled off. The residue is extracted twice with ethyl acetate, and the organic phases are dried over sodium sulfate and filtered with suction. The filtrate is concentrated and the residue is dried under a high vacuum. 7-Bromo-5-formyl-2,3-dimethoxy-quinoxaline is obtained in the form of beige crystals having a melting point of 179-182° C.

Workup

  1. temperatureThe beige suspension is heated
  2. temperatureto reflux
  3. distillationthe methanol is distilled off
  4. extractionThe residue is extracted twice with ethyl acetate
  5. dry with materialthe organic phases are dried over sodium sulfate
  6. filtrationfiltered with suction
  7. concentrationThe filtrate is concentrated
  8. customthe residue is dried under a high vacuum

Sources & evidence

ORD record
ord-441da0aabcfd463781e7d010bf2ede07
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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