Canadian Journal of Chemistry

The reaction between carbon disulfide and some α-methylaminonitriles. The supposed isomerism of 4, 4-dialkyl-5-imino-3-methylthiazolidine-2-thiones

FL Chubb, JT Edward

Index: Chubb, Francis L.; Edward, John T. Canadian Journal of Chemistry, 1981 , vol. 59, p. 2724 - 2728

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Citation Number: 9

Abstract

The reaction of carbon disulfide with α-methylaminonitriles 1 yields 5-iminothiazolidine-2- thiones 3, which on prolonged reaction are converted to 5-methyliminothiazolidine-2-thiones 5 and 2, 4-dithiohydantoins 9. A mechanism for this apparent methyl transfer is advanced. The yellow compounds obtained by prolonged reaction of the aminonitriles 1 (R1= R2= Me and R1= Et, R2= Me) are not isomers of the imines 3 (R1= R2= Me and R1= Et, R2= Me), ...