Hydrochloric Acid → HCID 13468123, compound

HRID 648536Notes

Reaction equation

HRID 648536 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([S:6][S:7][C:8]2[CH:12]=[CH:11][S:10][C:9]=2[C:13]([O-:15])=[O:14])=[C:2]1[C:16]([O:18]C)=[O:17].Cl>[OH-].[Na+].C(O)C>[S:1]1[CH:5]=[CH:4][C:3]([S:6][S:7][C:8]2[CH:12]=[CH:11][S:10][C:9]=2[C:13]([OH:15])=[O:14])=[C:2]1[C:16]([OH:18])=[O:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86742084HCID 86742084, compound

Product 1

HCID 13468123HCID 13468123, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

(aaa) 38.9 g of methyl 3,3'-dithiobis-thiophene-2-carboxylate were suspended in 1500 ml of 1N sodium hydroxide solution and 700 ml of ethanol, whereupon the suspension was heated under reflux until the reaction finished. After cooling, in an ice-bath the mixture was acidified with 25 percent hydrochloric acid, whereby the product crystallized out. By recrystallization from water, there was obtained 3,3'-dithio-bis-thiophene-2-carboxylic acid as colorless crystals of m.p. 256°-257°.

Workup

  1. temperatureunder reflux until the reaction
  2. temperatureAfter cooling, in an ice-bath the mixture
  3. customcrystallized out
  4. customBy recrystallization from water

Sources & evidence

ORD record
ord-4c0340dd16774071897667b235ab0eed
Source dataset
uspto-grants-1988_04
Patent number
US04735940

Reaction notes

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