Hydrochloric Acid → HCID 13468123, compound

HRID 477930Notes

Reaction equation

HRID 477930 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 was 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 and 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
  3. customcrystallized out
  4. customBy recrystallization from water

Sources & evidence

ORD record
ord-8118a22a84ab4a7ea514ba184a569a3c
Source dataset
uspto-grants-1989_12
Patent number
US04889848

Reaction notes

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