Fluorodesulfurization of alkyl mercaptans or alkyl dithianes
AssigneeMerck & Co., Inc.
InventorsJanos Kollonitsch, Stephen Marburg
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Abstract
Organic compounds containing a mercapto group or a dithiane moiety can be transformed into the analogous fluoro or difluoro compounds by reacting them with a halogenating reagent in liquid hydrogen fluoride, optionally containing boron trifluoride or antimony pentafluoride solution, at temperatures from about -80.degree. and 15.degree. C. The method may be descriptively termed "fluorodesulfurization".
Claims8
The process for fluorodesulfurization of a reactant compound selected from the group consisting of D-cysteine, 2-deutero-D-cysteine, DL-cysteine, 2-deutero-DL-cysteine, L-cysteine, 2-deutero-L-cysteine, and 3-mercapto-D-valine, which comprises dissolving or suspending the compound in liquid hydrogen fluoride, liquid hydrogen fluoride containing boron trifluoride or liquid hydrogen fluoride containing antimony pentafluoride at -80.degree. to 15.degree. C. and introducing a molecular excess of a halogenating agent which is molecular fluorine, molecular chlorine, fluoroxyperfluoroalkanes of 1-4 carbon atoms, fluoroxytrifluoromethane, N-chloro-succinimide, or t-butyl hypochlorite, and recovering the product thereby produced.
Dependencies are inferred from the claim text.