Abstract
Acylation of 4‐amino‐3‐hydroxy‐1‐naphthalenesulfonic acid (3) with benzoyl chloride in pyridine gave pyridinium 3‐hydroxy‐4‐(N‐benzoylamino)‐1‐naphthalenesulfonate (12) which was converted by thionyl chloride followed by diethylamine into N,N‐diethyl‐2‐phenylnaphth[1,2‐d]oxazole‐5‐sulfonamide (14). The naphthoxazole moiety was hydrolyzed with potassium hydroxide and the resulting N,N‐diethyl‐4‐amino‐3‐hydroxy‐1‐naphthalenesulfonamide (11) coupled with 1‐alkyl‐3‐methyl‐5‐pyrazolones. The 2‐phenylnaphth[1,2‐d]oxazole intermediates and various by‐products were investigated.
Original language | English (US) |
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Pages (from-to) | 135-139 |
Number of pages | 5 |
Journal | Journal of Heterocyclic Chemistry |
Volume | 30 |
Issue number | 1 |
DOIs | |
State | Published - 1993 |