Synthesis of 2-mercaptobenzimidazole from the Reaction of o-phenylene Diamine and Carbon Disulfide in the Presence of Potassium Hydroxide

在氫氧化鉀存在下以鄰－苯烯二胺和三硫化碳反應合成2-硫醇基苯駢咪唑之研究

王茂齡(Maw-Ling Wang) ； 劉彥君(Biing-Lang Liu)

《Journal of the Chinese Institute of Chemical Engineers》 38卷2期 (2007/03) Pp. 161-167

摘要

本研究乃探討在勻相溶液中由鄰－苯烯二胺和二硫化鉀之促進下進行反應合成2-硫醇基苯駢咪唑，反應之進行不需要靠著添加觸媒完成。在反應進行中，氫氧化鉀除了與二硫化碳和硫化氫反應生成S^(-2)及CS(上標 -2 下標 3)之離子外，同時，氫氧化鉀也當促進劑，提昇合成MBI之反應速率。在實驗，乃藉由有機溶劑（質子性及偽質子性溶劑）和水混合而成一個勻相溶液，反應條件包含：鄰－苯烯二胺用量、二硫化碳用量、有機溶劑、有機溶劑與水體積比用量及溫度對轉反率之影響做深入之探討。研究結果顯示，以適量之KOH可以獲得較高産量之MBI産物。同時，在質子性溶液中顯示可獲得較高之反應速率。然而，在偽質子性溶液中轉化率乃隨著KOH用量之增加而增加，此現象卻與反應在質子性溶液中所獲之結果相反。

並列摘要

The reaction of o-phenylene diamine and carbon disulfide to synthesize 2-mercaptobenzimidazole (MBI) enhanced by potassium hydroxide was carried out in a homogeneous solution. No catalysts are required in the reaction. In addition to the reaction of carbon disulfide and hydrogen sulfide to produce S(superscript 2-) and CS3(superscript 2-), potassium hydroxide is also acted as the enhancer to promote the reaction of synthesizing MBI. A mixture of organic solvent (protic or aprotic solvent) and water is used as the reaction solution in order to obtain a homogeneous phase. The effect of the reaction conditions, including the amount of o-phenylene diamine, amount of carbon disulfide, organic solvents, volume ratio of organic solvent to water, and temperature, on the conversion of o-phenylene diamine were investigated in detail. An appropriate amount of KOH is recommended to produce a high yield of MBI and a high reaction rate in using protic solvent/water as the mixed solution. Nevertheless, the conversion is ipcreased with the KOH effect on the conversion of o-phenyene diamine using protic solvent/water as the mixed solution.

並列關鍵字

Synthesis of 2-mercaptobenzimidazole ； Potassium hydroxide ； Kinetics ； Protic and aprotic solvent