The important role of 2-Chloro-N-(hydroxymethyl)acetamide

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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2832-19-1, name is 2-Chloro-N-(hydroxymethyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., 2832-19-1

(d) 2-Nicotinyl-4-tert-butyl-6-(N-alpha-chloroacetoaminomethyl)phenol 450 mg of the compound obtained in Example 3 (c) above was dissolved in 2 ml of a mixed solvent of acetic acid: sulfuric acid (1:1 by volume), and 330 mg of N-hydroxymethyl alpha-chloroacetamide was added to the solution. The mixture was then stirred at 60 C. for 2 hours and at 80 C. for 1 hour and poured into water. The mixture was extracted with ethyl acetate, and the ethyl acetate layer was washed successively with water and an aqueous sodium chloride solution, dried and concentrated. The residue was chromatographed on silica gel column using a mixed solvent of methylene chloride: ethyl acetate (5:1 by volume) to obtain 390 mg of the title compound having the following physical properties. TLC (methylene chloride: ethyl acetate=1:2): Rf=0.30. IR (chloroform solution): nu=3430, 2960, 1670, 1630, 1590, 1530, 1460, 1415, 1370, 1345, 1275, 1250, 1130, 1100, 1055, 1020, 995 cm-1. NMR (CDCl3 solution): delta=12.10 (1H, s), 8.47-8.85 (2H, m), 7.70-8.00 (1H, m), 7.10-7.60 (4H, m), 4.48 (2H, d, J=6 Hz), 3.98 (2H, s), 1.23 (9H, s). MS: m/e=360 (M+).

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Reference:
Patent; Ono Pharmaceutical Co., Ltd.; US4245099; (1981); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics