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

HRID 1380474Notes

Reaction equation

HRID 1380474 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-5045a4d341a845dbb0607b3b1510a529
Source dataset
uspto-grants-1986_04
Patent number
US04582525

Reaction notes

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