Sulfuryl chloride → Methyl 4-acetoxythiophene-3-carboxylate

HRID 1733594Notes

Reaction equation

HRID 1733594 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]([O:10][C:11](=[O:13])[CH3:12])[CH2:7][S:8][CH:9]=1)=[O:4].S(Cl)(Cl)(=O)=O>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[C:6]([O:10][C:11](=[O:13])[CH3:12])=[CH:7][S:8][CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 542465723-Acetoxy-dihydrothiophene-4-carboxylic acid methyl ester

Product 1

HCID 12520003Methyl 4-acetoxythiophene-3-carboxylateYield 91%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4.04 parts of 3-acetoxy-dihydrothiophene-4-carboxylic acid methyl ester are reacted with 1.76 parts by volume of sulfuryl chloride in 50 parts by volume of chloroform in the course of one hour at 0° C. The end product is isolated from the reaction mixture by the method described in Example 1c. 3.64 parts (91% of theory) of 3-acetoxy-thiophene-4-carboxylic acid methyl ester of melting point 56°-58° C. are obtained.

Workup

  1. customThe end product is isolated from the reaction mixture by the method

Sources & evidence

ORD record
ord-f497bdd685bb49da9eab85506c349353
Source dataset
uspto-grants-1980_12
Patent number
US04242518

Reaction notes

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