Reaktion #49815

Reaktionsgleichung

triethylamine

L-phenylglycine methyl ester

2-chloro-3-nitropyridine

→

3(R,S)-Phenyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-one

Lösungsmittel

—

N-(3-nitro-2-pyridyl)-(D/L)-phenylglycine methyl ester

n-heptane acetone methyl t-butyl ether

Reaktionsbedingungen

Vorschrift

In analogy to Example 2, but using only one mole equivalent of triethylamine, 4.45 g (27 mmol) of D/L-phenylglycine methyl ester were reacted with 3.51 g (22 mmol) of 2-chloro-3-nitropyridine. Working up and column chromatography (n-heptane/acetone/methyl t-butyl ether=5:1:1) resulted in 3.27 g (42%) of N-(3-nitro-2-pyridyl)-(D/L)-phenylglycine methyl ester of melting point 70° C.

Quelle