2-Mercapto- 1-methylimidazole, reaction

Instead of the amino group, position 4 of the imidazole ring was involved in the reaction of 5-amino-2-mercapto-1 -methylimidazole (226) and EMME when they were heated under nitrogen, giving 4-imidazolylmethylenemalo-nate (227) (78H241). The same product was obtained when the hydrochloride of imidazole (226) was reacted with N,N-dimethylaminomethylene-malonate in DMF or acetic acid. 

Reaction of 2-mercapto-l-methylimidazole and 2-mercapto-l-mesitylimidazole with LiBH4 in toluene produces the corresponding lithiated derivatives. The bidentate coordination of the sulfur atoms to lithium is augmented by donation from one of the B—H groups of the imidazole ligands. In the mesityl derivative, Li—B = 2.80, 3.09 A (values for two independent molecules) ... 

The reaction of [N3P3CI6] with appropriate amounts the sodium salts of 2-mercapto-l-methylimidazole gave the new mono or multi-geminally substituted cyclophosphazenes with thiolate groups (117) and (118), while the reaction with... 

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