Methyl iodide → HCID 86741226, compound

HRID 980477Notes

Reaction equation

HRID 980477 reaction equation
[Na].[S:2](=[CH:5][CH2:6][C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1)(=[O:4])=[O:3].[CH3:13]I>>[CH3:13][N:11]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:6][CH:5]=[S:2](=[O:4])=[O:3])[CH2:12]1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 86741227HCID 86741227, compound

Product 1

HCID 86741226HCID 86741226, compound

Procedure

5.0 g of 2-(2-sulfonylethyl)pyrazine sodium salt (2500) was added to a solution of 10 ml methyl iodide/50 ml methanol and the mixture refluxed for 4 days. It was then concentrated and purified by gel permeation chromatography (Biogel P-2/water). Freeze-drying gave 4.5 g of product (2600). It was recrystallized from ethanol/water, m.p. 255-60 (dec.). UV H2O max: 281 (3.87). 13C NMR: 162.99, S (C3); 150.63, D (C5); 138.51, D, 136.24, D (C2, C6); 49.66, Q (NCH3); 49.56, T (CH2SO3); 31.44, T (ArCH2). 1H NMR: 9.33, D,T (H6); 8.99, S (H2); 8.82, D (H5); 4.48, S (NCH3); 3.58-3.43, M (--CH2 --).

Workup

  1. temperaturethe mixture refluxed for 4 days
  2. concentrationIt was then concentrated
  3. custompurified by gel permeation chromatography (Biogel P-2/water)
  4. customFreeze-drying

Sources & evidence

ORD record
ord-f32684c06a0648568bd16e318fff7ab5
Source dataset
uspto-grants-1987_01
Patent number
US04638005

Reaction notes

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