Dimethylformamide → HCID 19804510, compound

HRID 1681986Notes

Reaction equation

HRID 1681986 reaction equation
[CH3:1][N:2]([CH3:5])[CH:3]=O.[N:6]1[C:15]2C(=[CH:11][CH:12]=[CH:13][CH:14]=2)N=C[CH:7]=1.[S:16]([O:21]C)([O:19][CH3:20])(=[O:18])=[O:17]>CCOCC>[CH3:20][O:19][S:16]([O-:21])(=[O:18])=[O:17].[CH3:1][N+:2]1[C:5]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=[CH:7][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6497Dimethyl SulfateHCID 7045Quinoxaline

Product 1

HCID 19804510HCID 19804510, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a one-neck, round bottom flask connected with a condensor was charged with dimethyl formamide solution (100 ml) of quinoxaline oligomers (50 mmol) and dimethyl sulfate (7.6 g, 60 mmol, 1.2 equivalence). The mixture was stirred at 90° to 110° C, for at least 10 hours. After being cooled to room temperature, it was added into an ether solution (600 ml) to complete the precipitation of the product. The precipitates were filtered, washed with ether and dried in vacuum to give a brownish-red solid of methyl quinoxalinium methylsulfate oligomers in 68% yield.

Workup

  1. customTo a one-neck, round bottom flask connected with a condensor
  2. customthe precipitation of the product
  3. filtrationThe precipitates were filtered
  4. washwashed with ether
  5. customdried in vacuum

Sources & evidence

ORD record
ord-bf0ad6ded2dd4027836fac8e5838d0e4
Source dataset
uspto-grants-1992_12
Patent number
US05175221

Reaction notes

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