Ethyl 3-oxo-3-(thiophen-2-yl)propanoate → N-methyl-3-oxo-3-(thiophen-2-yl)propanamide

HRID 1443320Notes

Reaction equation

HRID 1443320 reaction equation
[CH3:1][NH2:2].CO.C([O:7][C:8](=O)[CH2:9][C:10](=[O:16])[C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)C>CO>[CH3:1][NH:2][C:8](=[O:7])[CH2:9][C:10](=[O:16])[C:11]1[S:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 255159Ethyl 3-oxo-3-(thiophen-2-yl)propanoateHCID 57454252Monomethylamine methanol

Product 1

HCID 22925330N-methyl-3-oxo-3-(thiophen-2-yl)propanamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 9.8 g (126.26 mmol) portion of 40% methylamine/methanol solution was added to 20 ml of methanol solution containing 5 g (25.25 mmol) of 3-oxo-3-(2-thienyl)propionic acid ethyl ester obtained in Reference Example 1 and stirred at room temperature for 19 hours. After the reaction, the solvent and excess methylamine were evaporated under a reduced pressure to obtain 4.6 g of crystals of N-methyl-3-oxo-3-(2-thienyl)propionamide.

Workup

  1. customobtained in Reference Example 1
  2. customAfter the reaction
  3. customthe solvent and excess methylamine were evaporated under a reduced pressure

Sources & evidence

ORD record
ord-afd0a64de613466a9252be3f76f487cd
Source dataset
uspto-grants-2010_02
Patent number
US07659409B2

Reaction notes

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