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Thiophene-3,4-dicarboxylic acid → 1H,3H-Thieno[3,4-c]furan-1,3-dione

HRID 1770319
Notes
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Reaction equation

HRID 1770319 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]([OH:8])=O)[C:3]([C:9]([OH:11])=[O:10])=[CH:2]1>C(OC(=O)C)(=O)C>[S:1]1[CH:2]=[C:3]2[C:9]([O:11][C:6](=[O:8])[C:4]2=[CH:5]1)=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 255853Thiophene-3,4-dicarboxylic acid

Product 1

HCID 3156081H,3H-Thieno[3,4-c]furan-1,3-dioneYield 98%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Thiophene-3,4-dicarboxylic acid (12 g, 0.07 mol) is dissolved in acetic anhydride (60 ml) and heated at the boil for 2.5 hours. The mixture is then evaporated to dryness. 10.55 g (98%) of thiophene-3,4-dicarboxylic anhydride (mp. 147° to 149° C.) are obtained.

Workup

  1. temperatureheated at the boil for 2.5 hours
  2. customThe mixture is then evaporated to dryness

Sources & evidence

ORD record
ord-606ee7117db8452a930878c7e26b9fdd
Source dataset
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05386036

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes