Imidazole → HCID 86752535, compound

Participants

Reaction Steps

1.67 g (5 mmol) of 1-[(2-nitro-4-trifluoromethyl-5-chloro-phenyl)amino]ethanephosphonic acid (according to example 8, A) is stirred together with 1.70 g of imidazole for 4 hours at 160° C. bath temperature. It is taken up in 100 ml of water and stirred twice with ion exchanger IR 120 (strong acid form, Amberlite, 20-50 mesh) and suctioned off. Then, it is evaporated to dryness in a rotary evaporator and the residue is heated with 24 ml of orthoformic acid triethyl ester and 156 mg (0.82 mmol) of p-toluene sulfonic acid for 10 hours to 150° C. bath temperature. After evaporation to dryness in a rotary evaporator, it is chromatographed on silica gel with methylene chloride:ethanol=10:1. 222 mg (17% of theory) of 1-[(2-nitro-4-trifluoromethyl-5-imidazolylphenyl)amino]ethanephosphonic acid diethyl ester is obtained.

Provenance & Evidence