Hydrochloric Acid → 2-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl ester

HRID 904341Notes

Reaction equation

HRID 904341 reaction equation
[Cl:1][S:2]([C:5]1[CH:9]=[CH:8][S:7][C:6]=1[C:10](Cl)=[O:11])(=[O:4])=[O:3].[CH3:13][OH:14].Cl>C(Cl)(Cl)Cl>[CH3:13][O:14][C:10]([C:6]1[S:7][CH:8]=[CH:9][C:5]=1[S:2]([Cl:1])(=[O:4])=[O:3])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 137556313-Chlorosulfonylthiophene-2-carboxylic acid chloride

Product 1

HCID 27367332-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl ester

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

48 g (0.196 mol) of the obtained 3-chlorosulphonylthiophene-2-carboxylic acid chloride are dissolved in 500 ml of absolute chloroform, 9.6 g (0.3 mol) of absolute methanol are added and the mixture is heated to reflux for 3 hours [until no more hydrogen chloride evolution]. The mixture is evaporated to dryness in vacuo and the residue allowed to crystallise. There is obtained pure 3-chlorosulphonylthiophene-2-carboxylic acid methyl ester.

Workup

  1. temperaturethe mixture is heated
  2. customThe mixture is evaporated to dryness in vacuo
  3. customto crystallise

Sources & evidence

ORD record
ord-4daedcabb5df4d1985fd3de7fe7cbdf7
Source dataset
uspto-grants-1980_10
Patent number
US04230873

Reaction notes

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