Methyl iodide → Methyl 5-amino-2-thiophenecarboxylate

HRID 446501Notes

Reaction equation

HRID 446501 reaction equation
[NH2:1][C:2]1[S:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1.[CH3:10]I>>[NH2:1][C:2]1[S:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 194339705-Aminothiophene-2-carboxylic acid

Product 1

HCID 7131725Methyl 5-amino-2-thiophenecarboxylateYield 114.5%

Procedure

5-Aminothiophene-2-carboxylic acid (1.00 g, 5.78 mmol) instead of 2-formylbenzoic acid and methyl iodide (1.44 mL, 23.1 mmol) instead of benzyl bromide were used to give the title compound (1.04 g; yield, 97%) as a dark brown solid according to the method described in Example 3a.

Sources & evidence

ORD record
ord-fa2cd6e428d64a7f88757c2881742763
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

Loading…