Bromine → 5-Nitro-2-thenoic acid

HRID 27281

Reaction equation

HRID 27281 reaction equation
[N+:1]([C:4]1[S:8][C:7]([CH:9]=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].BrBr.C(O)(=[O:15])C.C([O-])(=O)C.[Na+]>>[N+:1]([C:4]1[S:8][C:7]([C:9]([OH:15])=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 24408BromineHCID 782815-Nitrothiophene-2-carboxaldehydeHCID 23662384Sodium Diacetate

Product 1

HCID 805915-Nitro-2-thenoic acidYield 98.5%

Procedure

As an example, a trial performed with 5-nitro-2-formyl-thiophene and bromine in a medium maintained at pH=4.6 by means of a acetic acid/sodium acetate mixture provided crude 5-nitro-2-thenoic acid in a yield of 98.5% or the pure acid in a yield of 81%.

Sources & evidence

ORD record
ord-42320d16ee884924a0f49a03540d26f2
Source dataset
uspto-grants-1980_09
Patent number
US04220793

Linked notes

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