Methanol → N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-ethenylbenzenesulfonamide

HRID 235569

Reaction equation

HRID 235569 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH:22]=[CH2:23])(=[O:15])=[O:14])=[O:11])[N:3]=1.[CH3:24][O-:25].[Na+].[CH3:27][OH:28]>>[CH3:24][O:25][C:2]1[N:7]=[C:6]([O:28][CH3:27])[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH:22]=[CH2:23])(=[O:15])=[O:14])=[O:11])[N:3]=1

Participants

4

Reactant 3

HCID 887Methanol2×HCID 10942334Sodium MethoxideHCID 20218271N-[(4,6-Dichloro-1,3,5-triazin-2-yl)aminocarbonyl]-2-ethenylbenzenesulfonamide

Product 1

HCID 20218273N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-ethenylbenzenesulfonamide

Procedure

The crude 2-ethenyl-N-[(4,6-dichloro-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide of Example 6 is contacted with methanol (10 ml) and then with a solution of sodium methoxide (14 mmol) in methanol. The mixture is then stirred at room temperature for 1.5 hours and evaporated to dryness. Subsequently, the residue is taken up in water, filtered to remove unwanted solids, and acidified to precipitate the product. The crystalline product obtained can be purified by chromatography on silica gel or recrystallization to yield the title compound.

Workup

  1. customevaporated to dryness
  2. filtrationfiltered
  3. customto remove unwanted solids
  4. customto precipitate the product
  5. customThe crystalline product obtained can
  6. custombe purified by chromatography on silica gel or recrystallization

Sources & evidence

ORD record
ord-a2299355c44b47aa9a8b6dbfcd64bebc
Source dataset
uspto-grants-1987_02
Patent number
US04640704

Linked notes

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