Unusual reactions of amino acid derivatives: N-nitrooxazolidones and N-nitroamino acids

…, S Paik, LJ Todaro, TA Marean

Index: White, Emil H.; Paik, Seunguk; Todaro; Marean, Timothy A. Journal of the American Chemical Society, 1990 , vol. 112, # 25 p. 9426 - 9428

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Abstract

(6) The N-acylamino acid (2.5 mmol) was added to a mixture of 1 mL of fuming 90% nitric acid (sp gr 1.5)(commercial sample used without purification) and 3 mL of acetic anhydride at-20 OC. The solution obtained after-10 min was warmed to 0 OC for-5 min and then worked up with ice and methylene chloride. 2a: 51%(from ether), mp 87-88 OC; IR (KBr) 3068, 1825. 1766. 1555. 1443 cm-l: WMH z'H NMR ICDCI,) 6 4.92 lo. J= 7.0