Methanol → HCID 18706701, compound

HRID 1422258Notes

Reaction equation

HRID 1422258 reaction equation
[I:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[N:4]=[C:5](Cl)[C:6](Cl)=[N:7]2.[CH3:15][O-:16].[Na+].[CH3:18][OH:19]>>[Cl:12][C:10]1[CH:9]=[C:8]2[C:3]([N:4]=[C:5]([O:19][CH3:18])[C:6]([O:16][CH3:15])=[N:7]2)=[C:2]([I:1])[CH:11]=1

Participants

4

Reactant 3

HCID 887Methanol2×HCID 10942334Sodium MethoxideHCID 18706492HCID 18706492, compound

Product 1

HCID 18706701HCID 18706701, compoundYield 48.8%

Conditions

Temperature
0 °C

Procedure

205 g (0.828 mol) of 5-iodo-2,3,7-trichloro-quinoxaline are placed in 2255 ml of methanol at room temperature, and 463.9 ml of an approximately 5.4 molar solution of sodium methanolate in methanol are added. The reaction mixture is then heated to reflux and stirred for 18 hours. The reaction mixture is cooled to 0° C. and the suspension is filtered with suction. The filter residue is then washed with methanol and dried in vacuo at 60° C., and the crude product is purified by means of continuous extraction with diethyl ether. 96.4 g (48.8%) of 7-chloro-2,3-dimethoxy-5-iodo-quinoxaline having a melting point of 94-96° C. are obtained.

Workup

  1. temperatureThe reaction mixture is then heated
  2. temperatureto reflux
  3. filtrationthe suspension is filtered with suction
  4. washThe filter residue is then washed with methanol
  5. customdried in vacuo at 60° C.
  6. customthe crude product is purified by means of continuous extraction with diethyl ether

Sources & evidence

ORD record
ord-be8ec22cbbfe40ee9536c81759928cba
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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