Diethyl Oxalate → 3,4-Dihydroxy-thiophene-2,5-dicarboxylic acid diethyl ester

HRID 1257129

Reaction equation

HRID 1257129 reaction equation
[CH3:1][CH2:2][O:3][C:4]([CH2:6][S:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:5].[C:14](OCC)(=[O:20])[C:15](OCC)=[O:16]>>[CH2:12]([O:11][C:9]([C:8]1[S:7][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[C:14]([OH:20])[C:15]=1[OH:16])=[O:10])[CH3:13]

Participants

3

Reactant 2

HCID 7268Diethyl OxalateHCID 70216Diethyl 2,2'-thiodiacetate

Product 1

HCID 2455033,4-Dihydroxy-thiophene-2,5-dicarboxylic acid diethyl ester

Procedure

The diethyl thioglycolate and diethyl oxalate are mixed, and then added to a first solution containing a first electron donor in the microwave reactor. The microwave reactor is heated by the 2.45 GHz microwave at a power of 100-500 W to perform a condensation reaction for 20-60 minutes to obtain 2,5-diethoxycarbonyl-3,4-dihydroxythiophene.

Workup

  1. additionadded to a first solution
  2. additioncontaining a first electron donor in the microwave reactor
  3. temperatureThe microwave reactor is heated by the 2.45 GHz microwave at a power of 100-500 W
  4. customa condensation reaction for 20-60 minutes

Sources & evidence

ORD record
ord-143650d936db48c582b83b33620e8e81
Source dataset
uspto-grants-2013_06
Patent number
US08461355B2

Linked notes

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