Methyl iodide → HCID 20221568, compound

HRID 980475Notes

Reaction equation

HRID 980475 reaction equation
[OH:1][CH:2]([C:5]1[CH:10]=[N:9][CH:8]=[CH:7][N:6]=1)[CH2:3][OH:4].[CH3:11][I:12]>CO>[I-:12].[CH3:11][N+:9]1[CH:8]=[CH:7][N:6]=[C:5]([CH:2]([OH:1])[CH2:3][OH:4])[CH:10]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 14362260HCID 14362260, compound

Product 1

HCID 20221568HCID 20221568, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.8 g of 2-(1,2-dihydroxyethyl) pyrazine (2100) was dissolved in 20 ml of methanol, 10 ml of methyl iodide added and the solution refluxed for 3 days. The solvent was then removed, the residue taken up in 100 ml of water and washed with chloroform. The aqueous solution was concentrated and purified by gel permeation chromatography (Biogel P-2/water). Freeze-drying yielded 3.7 g product (2200) which was recrystallized from ethyl acetate/ethanol, m.p. 105°-6°. UV H2O Max: 227 (4.13), 281 (3.83).

Workup

  1. temperaturethe solution refluxed for 3 days
  2. customThe solvent was then removed
  3. washwashed with chloroform
  4. concentrationThe aqueous solution was concentrated
  5. custompurified by gel permeation chromatography (Biogel P-2/water)
  6. customFreeze-drying

Sources & evidence

ORD record
ord-8df7d41e61b248ea90cfccbcc5784012
Source dataset
uspto-grants-1987_01
Patent number
US04638005

Reaction notes

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