- Reaction of N,N-Dimethyl-N'-thiobenzoylformamidine and N,N-Dimethyl-N'-phenylthiocarbamoylformamidine with N-Arylbenzimidoyl Chlorides
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The reactions of N,N-dimethyl-N'-thiobenzoylformamidine (1) and N,N-dimethyl-N'-phenylthiocarbamoylformamidine (4) with N-arylbenzimidoyl chlorides (2) have been studied.Compound 1 reacts with 2 in dry chloroform at room temperature to give dimidoyl sulphides (3) in good yields.However, the reaction of 2 with 4 in dry tetrahydrofuran under reflux results in the formation of a mixture of thiobenzanilides (5) and N-aryl-N'-phenylbenzamidines (6).Possible mechanistic pathways for these reactions have been suggested.
- Baruah, P. D.,Roy, G.,Satsangi, R.,Mahajan, M. P.
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p. 357 - 359
(2007/10/02)
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- Acid-catalysed Rearrangement of Bis-5,6-Dihydro-4H-1,3-thiazin-2-yl and Other Disulphides and Related Reactions
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Some dithiocarbamates, thiocarbamates, and thiourea derivatives have been oxidised to the disulphides 1X(R2N=)C>2S2 with iodine.In the presence of trifluoroacetic acid, these lost sulphur giving the thiocarbonyl derivatives R1X(R2N=)C-N(R2)CSR1 (R1, R2, X =3, S; 2, S; Me, Me, S; Et, PhCH2, O; 5α-cholestan-3β-yl, Et, O; and Me, Ph, NMe).These rearrangements were most plausibly intramolecular, but proceeded by varying extents of intermolecular scrambling.
- Barrett, Anthony G. M.,Barton, Derek H. R.,Colle, Roberto
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p. 665 - 671
(2007/10/02)
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