4-(4-Hydroxy- or acetoxy-3-carbomethoxyphenylazo)-benzenesulphon

Details 4-(4-Hydroxy- or acetoxy-3-carbomethoxyphenylazo)-benzenesulphon 4-(4-Hydroxy- or acetoxy-3-carbomethoxyphenylazo)-benzenesulphon

1975-04-25

1977-08-30

Higel, Floyd D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260156, 2602071, 424226, C07C10704, C07C10706

Patent

active

040454290

ABSTRACT:
A method for the preparation of 2-[4-(4-hydroxy-3-carboxyphenylazo)-benzenesulfonamido]-pyridine by reacting 4-diazobenzenesulfonic acid with an ester of salicyclic acid having the formula ##STR1## in the presence of an alkali metal hydroxide to form a first reaction product having the formula ##STR2## reacting said first reaction product with an acylating agent to form a second reaction product having the formula ##STR3## treating said second reaction product with thionyl chloride in the presence of a tertiary formamide to form a chlorinated compound having the formula ##STR4## reacting said chlorinated compound with 2-amino-pyridine under water-free conditions in the presence of an acid binding agent, to form a third reaction product having the formula ##STR5## treating said third reaction product with alkali metal hydroxide in the presence of water to hydrolyze off the R and R.sub.1 groups, and recovering 2-[4-(4-hydroxy-3-carboxyphenylazo)-benzenesulfonamido]-pyridin e.

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