Methanol → HCID 13922860, compound

HRID 2232345Notes

Reaction equation

HRID 2232345 reaction equation
[O:1]1[CH2:18][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([S:13](=[O:16])(=[O:15])[NH2:14])[S:10][C:9]=2[CH:17]=1.[CH3:19][OH:20]>S(=O)(=O)(O)O>[CH3:19][O:20][CH2:18][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([S:13](=[O:15])(=[O:16])[NH2:14])[S:10][C:9]=2[CH:17]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 13922859HCID 13922859, compound

Product 1

HCID 13922860HCID 13922860, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

One drop of concentrated sulfuric acid was added to a solution of 6-[2,3-epoxypropoxy]-2-sulfamoylbenzo[b]thiophene (2.0 g, 7.0 mmol) in methanol (25 ml). After 18 hours, the methanol was removed under vacuum. The residue was dissolved in ethyl acetate (200 ml), washed with water (2×25 ml), brine (2×25 ml) and dried (Na2SO4). The ethyl acetate was removed under vacuum. The white solid remaining was recrystallized from boiling ethyl acetate, 1.5 g, m.p. 128°-129° C.

Workup

  1. customthe methanol was removed under vacuum
  2. dissolutionThe residue was dissolved in ethyl acetate (200 ml)
  3. washwashed with water (2×25 ml), brine (2×25 ml)
  4. dry with materialdried (Na2SO4)
  5. customThe ethyl acetate was removed under vacuum
  6. customThe white solid remaining was recrystallized

Sources & evidence

ORD record
ord-9c42afd59ad54993aeaec4616f10ee01
Source dataset
uspto-grants-1988_11
Patent number
US04788192

Reaction notes

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