Ammonium Hydroxide → 4-(Aminomethylidene)-1-benzoxepine-3,5(2H,4H)-dione

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Reaction Steps

Concentrated ammonium hydroxide (1300ml) was added to a stirred mixture of 108g (0.041 mole) of 3(bromoacetyl)chromone and 500ml of methanol. All solid went into solution. There was a mild exotherm. After several minutes the product began to separate. After one hour, the reddish-tan solid was filtered, washed well with water and dried; wt. 70g (86%); m.p. 149°-151°. Recrystallization from ethyl acetate gave pure, orange crystals; m.p. 151°-153°.

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