Tetrahydrofuran → 4-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-nitro-phenylamine

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Reaction Steps

To a 20 mL microwave vial was added 1.00 g (2.99 mmol) of 4-Chloro -benzoic acid N′-(4-amino-3-nitro-benzoyl)-hydrazide (A in Example 1-28), 12 mL of THF, and 1.9934 g (8.36 mmol) of burgess reagent. The suspension was placed in the microwave at 150° C. for 30 min. To the orange/yellow suspension was added 5 mL of MeOH and the precipitates were collected by filtration to yield the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.31 (d, J=8.97 Hz, 1 H) 7.80 (d, J=8.59 Hz, 2 H) 8.12-8.19 (m, 2.7 H) 8.25 (d, J=8.59 Hz, 2 H) 8.77 (d, J=2.02 Hz, 1 H). MS (m/z) 317.0 M (+1), tR=1.33, Meth 10

Provenance & Evidence