Methyl iodide → HCID 86741222, compound

HRID 980472Notes

Reaction equation

HRID 980472 reaction equation
[S:1](=[C:4]([C:8]1[CH:13]=[N:12][CH:11]=[CH:10][N:9]=1)[CH2:5][CH2:6][CH3:7])(=[O:3])=[O:2].[CH3:14]I>>[CH3:14][N:12]1[CH:11]=[CH:10][N:9]=[C:8]([C:4](=[S:1](=[O:3])=[O:2])[CH2:5][CH2:6][CH3:7])[CH2:13]1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 20221638HCID 20221638, compound

Product 1

HCID 86741222HCID 86741222, compound

Procedure

3.6 g of 2-(1-sulfonylbutyl)pyrazine (1100) was added to a solution of 10 ml methyl iodide/25 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 3.2 g of product (1200) which was recrystallized from propanol/water, m.p. 293°-5° (dec). UV H2O max: 206 (3.87), 283 (3.90). 1H NMR: 9.41, D, T (H6); 9.11, S (H2); 8.94, D (H5); 4.63-4.58, M (CHSO3-); 4.52, S (NCH3); 2.31, M (CH2CHSO3-); 1.27, M (CH2CH3); 0.89, T (CH3).

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-b1a015544d8b4a5587807e9351a81b82
Source dataset
uspto-grants-1987_01
Patent number
US04638005

Reaction notes

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