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A-Substituted-2-mercaptoacetamidines and functional derivatives, including the corresponding disulfides, Bunte salts, and phosphorothioates, have been synthesized and found as a class to be highly effective antiradiation agents. Variations in the N substituent include alkyl, cycloalkyl, cycloalkylalkyl, aralkyl, hydroxyalkyl, cycloalkyloxyalkyl, aryloxyalkyl, thioethers, and heteroaralkyl groups. A synthesis other than the conventional ones was needed and developed for the key intermediate, A-substituted-ethyl 2chloroacetimidate salt, in which the substituent possessed a bulky carbon skeleton. Treatment of 2chloroacetamides with Meerwein's reagent gave ethyl 2-chloroacetimidate fluoroborates (VI) (Ri or R2 = H) or (2-chloro-l-ethoxyethylidene)methylammonium tetrafluoroborates (VI) (Rj and R2 H). This allowed displacement of alkoxide by NH3 rather than by a bulky amine. Half-life determinations in EtOH were made of purified samples of VI in an attempt to correlate stability with successful preparation of 2-chloroacetamidine (V). Use of 1 -amino-2-propanol in the Pinner amidine synthesis resulted in a re-

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