Stannous Chloride → 4-Aminothiophene-2-carboxylic acid

HRID 440271

Reaction equation

HRID 440271 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:9]([OH:11])=[O:10])[S:7][CH:8]=1)([O-])=O.Cl[Sn]Cl>Cl>[NH2:1][C:4]1[CH:5]=[C:6]([C:9]([OH:11])=[O:10])[S:7][CH:8]=1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 2686804-Nitrothiophene-2-carboxylic acid

Product 1

HCID 64560654-Aminothiophene-2-carboxylic acidYield 72.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-Nitro-2-thiophenecarboxylic acid (1 g, 5.7 mmol) was added with stirring to a solution of SnCl2. 2H2O (3.25 g, 14.4 mmol) in concentrated HCl (10 ml). The mixture was stirred for 6 hours at ambient temperature and purified by subjecting to chromatography on HP20SS resin, using water as eluant, to give the title compound (0.59 g, 71%).

Workup

  1. custompurified

Sources & evidence

ORD record
ord-98016bcfbf334080811ded153d6acb72
Source dataset
uspto-grants-1996_05
Patent number
US05519015

Linked notes

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