Sulfuric Acid → Methyl 3-hydroxy-5-(methylsulfonyl)thiophene-2-carboxylate

HRID 1200102Notes

Reaction equation

HRID 1200102 reaction equation
[CH3:1][S:2]([O-:4])=[O:3].[Na+].Cl[C:7]1([C:13]([O:15][CH3:16])=[O:14])[C:11](=[O:12])[CH:10]=[CH:9][S:8]1.S(=O)(=O)(O)O>C(O)(=O)C>[OH:12][C:11]1[CH:10]=[C:9]([S:2]([CH3:1])(=[O:4])=[O:3])[S:8][C:7]=1[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 2733271Sodium methanesulfinateHCID 15588102Methyl 2-chloro-3-oxo-2,3-dihydrothiophene-2-carboxylate

Product 1

HCID 54724750Methyl 3-hydroxy-5-(methylsulfonyl)thiophene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Sodium methane sulphinate (16 mmol) was added to a solution of 2-chloro-2-methoxycarbonylthiophene-3(2H)-one in acetic acid (20 ml) containing sulphuric acid (1.3 ml). After standing for 24 hours the precipitate was filtered, m.p. 138°-140° C. (acetic acid).

Workup

  1. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-64a1bc2a7e7e446ba20b025056d824ef
Source dataset
uspto-grants-1990_02
Patent number
US04904686

Reaction notes

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