Some Ethers and Amino-Derivatives of s-Triazine.

Abstract

Ethyl 3,4,5-trimethoxymandelate (IV) (7). A solution of 3 grams (0.0134 mole) of (I) (vacuum dried) in 20 ml. of anhydrous ethanol was saturated with dry hydrogen chloride at 0-5°and refrigerated (4°) over night. Excess solvent was removed from the purple semi-solid mass at the water pump and 50 ml. of water added. Solid barium carbonate was added in excess to neutralize the acid, the mixture kept for 2 hours in the dark, filtered, and the filtrate extracted with four 30-ml. portions of ethyl acetate, using the first two portions of solvent to extract also the filter cake. The combined extracts were dried with sodium sulfate, and the solvent was removed under vacuum to give a yellow oil which crystallized slowly on standing. Recrystallization from ethanol-water gave 1.91 grams (53%) of (IV), m.p. 83-5°.