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ChemicalBook CAS DataBase List N-BENZYLAMINOACETONITRILE HYDROCHLORIDE

N-BENZYLAMINOACETONITRILE HYDROCHLORIDE synthesis

4synthesis methods
-

Yield:63086-36-2 92%

Reaction Conditions:

Stage #1: chloroacetonitrile;benzylaminewith potassium carbonate;sodium iodide in acetonitrile at 80; for 18 h;
Stage #2: with hydrogenchloride in diethyl ether;

Steps:

2.5 4.2.1.1 Synthesis of amino-acetonitrile hydrochlorides 2 and 3

General procedure: To a solution of chloroacetonitrile (1.1 equiv) in acetonitrile was added the primary amine (1 equiv), potassium carbonate (3 equiv) and sodium iodide (1 mol %). The reaction mixture was stirred at 80 °C for 18 h after which the precipitate was filtered and mother liquor concentrated in vacuo to yield a dark oil. The amino acetonitrile was dissolved in diethylether and treated with ethereal 1 N HCl (excess) to yield the hydrochloride salt, which was filtered and dried under vacuum to yield the desired product.

References:

Harker, Wesley R.R.;Delaney, Patrick M.;Simms, Michael;Tozer, Matthew J.;Harrity, Joseph P.A. [Tetrahedron,2013,vol. 69,# 5,p. 1546 - 1552]

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