3-Sulfolene → 2,5-Bis-(2-thienylmethylidene)-2,5-dihydrothiophene-1,1-dioxide

HRID 846313

Reaction equation

HRID 846313 reaction equation
[S:1]1([CH2:7][CH:6]=[CH:5][CH2:4]1)(=[O:3])=[O:2].[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH:13]=O.[OH-].[Na+]>C(O)C>[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH:13]=[C:4]1[CH:5]=[CH:6][C:7](=[CH:13][C:9]2[S:8][CH:12]=[CH:11][CH:10]=2)[S:1]1(=[O:3])=[O:2]

Participants

5

Reactant 3

HCID 64983-SulfoleneHCID 73642-ThiophenecarboxaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 542425112,5-Bis-(2-thienylmethylidene)-2,5-dihydrothiophene-1,1-dioxide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

About 80 mmol (9.4 g) of 3-sulfolene (MW=118) and 170 mmol (19.04 g) (15.9 ml) of thiophene-2-aldehyde (MW=112, d=1.2 g/cm3) were added to an alkaline solution of 1 g of NaOH in 200 ml of ethanol. The mixture was stirred at room temperature for 3 days. A yellow precipitate formed which was filtered off with suction and washed thoroughly with ethanol and water.

Workup

  1. customA yellow precipitate formed which
  2. filtrationwas filtered off with suction
  3. washwashed thoroughly with ethanol and water

Sources & evidence

ORD record
ord-1c152395b68b4d80b0723a6aefee57f6
Source dataset
uspto-grants-1992_08
Patent number
US05136049

Linked notes

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