Hydrochloric Acid → 3-Amino-4-methylthiophene-2-carboxylic acid

HRID 1806170Notes

Reaction equation

HRID 1806170 reaction equation
[NH2:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[C:8]([O:10]C)=[O:9].[OH-].[Na+].Cl>>[NH2:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[C:8]([OH:10])=[O:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 123584Methyl 3-amino-4-methylthiophene-2-carboxylate

Product 1

HCID 149896783-Amino-4-methylthiophene-2-carboxylic acidYield 65.2%

Conditions

Temperature
0 °C

Procedure

Methyl 3-amino-4-methylthiophene-2-carboxylate (4.67 g, 27.3 mmol) and NaOH (2N in H2O, 68 mL, 136 mmol) were stirred at 100 “C” for 1 hour. The solution was cooled to 0° C. and acidified to pH=5 with addition of concentrated HCl solution to form a precipitant. The solution was filtered and the solid was dried under vacuum to give the title compound (2.8 g, 65%).

Workup

  1. customto form a precipitant
  2. filtrationThe solution was filtered
  3. customthe solid was dried under vacuum

Sources & evidence

ORD record
ord-205b1d5fcb4240298fda04bc04e9613d
Source dataset
uspto-grants-2013_01
Patent number
US08354540B2

Reaction notes

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