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ChemicalBook CAS DataBase List 2-amino-N,N-dimethylacetamide
1857-19-8

2-amino-N,N-dimethylacetamide synthesis

3synthesis methods
Benzyl N-[(diMethylcarbaMoyl)Methyl]carbaMate

167303-60-8

2-amino-N,N-dimethylacetamide

1857-19-8

GENERAL STEPS: This procedure was used for the synthesis of 2-amino-N,N-dimethylacetamide (compound 11a). To a solution of benzyl (2-(dimethylamino)-2-oxoethyl)carbamate (compound 10a, 170 mg, 0.77 mmol) in methanol (10 mL) was added 10% Pd/C catalyst. The reaction was hydrogenated at room temperature and atmospheric pressure for 3 hours. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated and dried to give 2-amino-N,N-dimethylacetamide as an oily product. The reaction process was monitored by TLC. Due to product stability considerations, the resulting amine was used directly in the subsequent reaction. The yield was 97%.

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Yield: 94%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; under 760.051 Torr; for 3 h;

Steps:

4.1.11. General procedure for preparation of compounds 11a-k
General procedure: This procedure is illustrated for compound 11a. To a solution of compound 10a (170 mg, 0.77 mmol) in methanol (10 mL), 10% Pd/C was added. The reaction was hydrogenated at room temperature and atmospheric pressure for 3 h. Then the catalyst was filtered off through Celite, and the clear solution, taken to dryness, afforded the title compound as an oil. The reaction was monitored by TLC and, for stability problems, the amine was directly used in the subsequent reaction. Yield 97%.

References:

Gaeta, Alessandra;Molina-Holgado, Francisco;Kong, Xiao L.;Salvage, Sarah;Fakih, Sarah;Francis, Paul T.;Williams, Robert J.;Hider, Robert C. [Bioorganic and Medicinal Chemistry,2011,vol. 19,# 3,p. 1285 - 1297] Location in patent:experimental part

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