
TY  - JOUR
A1  - Millan, David S. 
A1  - Millan, David S. 
A1  - Prager, Rolf H. 
A1  - Prager, Rolf H. 
T1  - Phenyl Chloro(thionoformate): a New Dealkylating Agent of Tertiary Amines
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1999
VL  - 52
IS  - 9
SP  - 841
EP  - 850
KW  - 
UR  - https://doi.org/10.1071/CH98147 
N2  - Phenyl chloro(thionoformate) reacts rapidly with unhindered tertiary aliphatic amines at 20&#176; to give a thiocarbamate and an alkyl chloride. Dialkylcyclohexylamines react surprisingly rapidly to form predominantly cyclohexene. The thiocarbamates are converted into the secondary amine salt by treatment with dimethyl sulfate, followed by hydrolysis with water. Rates of reaction and alkyl group cleavage selectivity in amines were found to be superior or comparable to those previously reported with chloroformates. 
ER  -

