321709-95-9

Upstream product

• 1360467-58-8 4-methylbenzenesulfinic acid 1,1,3,3-tetramethylguanidine salt 
• 80-70-6 N,N,N',N'-tetramethylguanidine 

Relevant academic research and scientific papers

A solid-state oxidation of 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate to 1,1,3,3-tetramethylguanidinium 4- methylbenzenesulfonate

The organic acid-base complex 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate, C5H14N3 +·C7H7O3S-, was obtained from the corresponding 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate complex, C5H14N3 +·C7H7O2S-, by solid-state oxidation in air. Comparison of the two crystal structures reveals similar packing arrangements in the monoclinic space group P21/c, with centrosymmetric 2:2 tetramers being connected by four strong N - H...O=S hydrogen bonds between the imine N atoms of two 1,1,3,3-tetramethylguanidinium bases and the O atoms of two acid molecules.

A mild and efficient way to prepare ε-caprolactam by using a novel salt related with ionic liquids

The Beckmann rearrangement of several ketoximes has been performed by treatment with tosyl chloride, using ionic liquids as both solvent and catalyst, without the need of any other promoter. High levels of conversion and selectivity were observed in the majority of experiments. Work-up is very simple and the product can be isolated in high yields. When the method was applied to cyclohexanone oxime, the novel salt [TMG][TsO] instead of the ionic liquid was used. This procedure afforded a conversion of 100% to obtain pure ε-caprolactam in a 98% yield. [TMG][TsO] is easy to prepare, cheap, and not corrosive. It can be recovered and reused.