PREPARATION OF DYES DERIVED FROM ERIOCHROME RED-B AND ACID ALIZARIN VIOLET N SOLUBLE IN ORGANIC-SOLVENTS

被引:0
|
作者
KATRITZKY, AR [1 ]
RACHWAL, B [1 ]
RACHWAL, S [1 ]
SMITH, TP [1 ]
MACOMBER, DW [1 ]
机构
[1] THREE M CO,GRAPH RES LAB,ST PAUL,MN 55144
来源
RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY | 1993年 / 112卷 / 10期
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中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Both hydroxy groups of Eriochrome Red B are protected by acetylation and the sulfonic acid group is converted to the sulfonyl chloride with phosphorus pentachloride. Reaction with dibutylamine or N-butylbenzeneethanamine followed by the deprotection gives red azo dyes 7a or 7b, readily soluble in chloroform and toluene. A similar procedure applied to Acid Alizarin Violet N gives only a multicomponent mixture. Friedel-Crafts reaction between dibutylsulfamoyl chloride and 2-nitrophenol gives N,N-dibutyl-4-hydroxy-3-nitrobenzenesulfonamide (11). Reduction of the nitro group gives amine 14 which is diazotized and coupled with 2-naphthol to give the required dye 13 giving deep-red solutions in methanol, chloroform and acetone.
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页码:552 / 556
页数:5
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