Tetrahedron p. 1619 - 1630 (1988)
Update date:2022-09-26
Topics:
Riondel, A.
Caubere, P.
Senet, J. P.
Lecolier, S.
Reactions of alkyl 1-chloroethyl carbonates 1 and 1-chloroethyl N,N-dialkyl carbamates 2 with MSCN (M=K, NH4) in acetone or in protic solvents (MeOH, HCONH2) afforded the corresponding thio- and/or isothiocyano derivates in good yields.The origin of the N-bonded compounds is discussed and it is concluded that most of these compounds must be due to a N condensation of the thiocyanate anion.During this work, we also found a new very mild method for isomerizing in good yields alkyl 1-thiocyanoethyl carbonates and 1-thiocyanoethyl N,N-dialkyl carbamates to their corresponding isothiocyano derivates.
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(1988)