Process for the production of 4-[ethyl-(2'-hydroxyethyl)-amino]-1-[(2'-hydroxyethyl)-amino]-2-nitroben zene
AssigneeAktiengesellschaft Wella
InventorsThomas Clausen, Isolde Lowe
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Abstract
A process is disclosed for the production of 4-[ethyl-(2'-hydroxyethyl)-amino]-1-[(2'-hydroxyethyl)-amino]-2-nitrobenze ne, by means of a two-stage technique proceeding from the reaction product of 1,4-diamino-2-nitrobenzene with chloroformic acid chloroethyl ester, or by means of a multiple-stage technique which is based upon an improved process for the production of the pre-stage 4-ethylamino-1-[(2'-hydroxyethyl)-amino]-2-nitrobenzene through sulfuric acid splitting off of 4-(N-ethylarylsulfonamido)-1-[(2'-hydroxyethyl)-amino]-2-nitrobenzene.
Claims5
Process for the production of 4-[ethyl-(2'-hydroxyethyl)-amino]-1-[(2'-hydroxyethyl)-amino]-2-nitrobenze ne, comprising converting the primary amino group in 4-amino-1-chloro-2-nitrobenzene with an aryl sulfonic acid chloride into the corresponding sulfonamide, alkylating said sulfonamide with ethyl iodide, converting the reaction product with monoethanolamine into the 4-(N-ethyl-aryl-sulfonamido)-1-[(2'-hydroxyethyl)-amino]-2-nitrobenzene, then splitting off the aryl sulfonyl group with sulfuric acid, and reacting the obtained 4-ethylamino-1-[(2'-hydroxyethyl)-amino]-2-nitrobenzene with 2-chloroethanol into 4-[ethyl-(2'-hydroxyethyl)-amino]-1-[(2'-hydroxyethyl)-amino]-2-nitrobenze ne.
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