Methyl Isocyanate → 4-[1-(2-Hydroxyphenyl)ethylideneamino]-3-methylphenyl methylcarbamate

Beteiligte Stoffe

Reaktionsschritte

To a 350 milliliter glass pressure bottle equipped with a magnetic stirrer was added 4.83 grams (0.020 moles) of 4-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylphenol prepared in Part A, 1.42 grams (0.025 moles) of methyl isocyanate, 100 milliliters of ethyl acetate and 5 drops of dibutyl tin diacetate. The resulting reaction mixture was stirred for 96 hours at room temperature, filtered and then washed twice with a 1% aqueous sodium bicarbonate solution followed by a single wash with saturated brine solution. After drying the reaction mixture over magnesium sulfate, it was concentrated under reduced pressure to give 5.36 grams (0.018 moles) of 4-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylphenyl methylcarbamate in the form of an orange solid having a melting point of 133°-138° C. and the following structural formula: ##STR17##

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