Chloroacetyl chloride → HCID 21279600, compound

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Reaction Steps

N-chloroacetyl-N-ethyl-2-chloroacetoxyethanolamine was prepared in one step from N-ethylethanolamine (8.9 g., 0.1 mole) and chloroacetylchloride (97 g., 1 mole) in dry acetonitrile (100 ml) and anhydrous sodium carbonate (1.19 g., 0.11 mole) by mixing at room temperature for 48 hours. The resulting product was produced in an 80% yield following the same work-up procedure as described for N-chloroacetyl-N-ethylethanolamine in Example 1. The product shows the same behavior in the NMR spectrum in COCl3 as in N-chloroacetyl-N-ethyl-2acetoxyethanolamine due to the following equilibrium: ##STR20## Therefore, δCDCl3ppm : 4.35 (t, CH2 --O); 4.17, 4.125 ##STR21## two overlapping doublets); 3.8-3.25 (m, CH2 --N--CH2); 1.23 (q, --CH3, e.g., two overlapping triplets). m=multiplet, q=quarter, t=triplet

Provenance & Evidence