5-Nitrothiophene-2-carboxaldehyde → 5-Nitro-2-thenoic acid

HRID 27282

Reaction equation

HRID 27282 reaction equation
Cl[O-:2].[Na+].Br[O-].I[O-].[N+:8]([C:11]1[S:15][C:14]([CH:16]=[O:17])=[CH:13][CH:12]=1)([O-:10])=[O:9]>C(O)(=O)C>[N+:8]([C:11]1[S:15][C:14]([C:16]([OH:2])=[O:17])=[CH:13][CH:12]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 782815-Nitrothiophene-2-carboxaldehydeHCID 5460626HypobromiteHCID 5460636HypoioditeHCID 23665760Sodium Hypochlorite

Product 1

HCID 805915-Nitro-2-thenoic acidYield 75%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

It has also been observed, in accordance with another aspect of the present invention, that a mixture of halogen and alkali metal hydroxide i.e. an alkali metal hypohalide such as sodium hypochlorite, hypobromite or hypoiodite when it is added to an aqueous suspension of 5-nitro-2-formyl-thiophene maintained at a pH between 4.5 and 6.5 by means of acetic acid or an acetic acid/alkali metal acetate mixture, provides pure 5-nitro-2-thenoic acid in a yield of at least 75%.

Sources & evidence

ORD record
ord-81d77bcf0ad94a3c84a882a64c8d8882
Source dataset
uspto-grants-1980_09
Patent number
US04220793

Linked notes

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