Synthesis technique of cyclohexylamine and sulfur trioxide
This is the manufacturing technique of Baldwin-Montrose Chemical Firm in the United States.
( CH3) 3N+ SO3 →( CH3) 3NSO3 [C6H11NH2] → [NaOH] → C6H11NHSO3Na.
To start with, trimethylamine as well as sulfur trioxide are respectively liquified in tetrachlorethylene solvent, and afterwards combined and also responded to form a suspension of trimethylamine-sulfur trioxide complex. Then include this suspension to the aqueous option of cyclohexylamine as well as sodium hydroxide, and respond at 60 ~ 70 ° C to develop Sodium Cyclamate.
It is also possible to liquify 40g of liquid SO3 in 200mLCH2C12, and also include it dropwise to 150mL of an option having 56g of triethylamine at -10 ° C, and then react at a continuous temperature level for 15 mins to create a triethylamine sulfur trioxide complex. At 20 ° C, equimolar cyclohexylamine was added dropwise, and reacted for 1 hour. After the reaction was full, 250 mL of 10% NaOH solution was added, and also responded at 60 ° C for 1 hr. The liquid layer was divided and concentrated, cooled down, taken shape, filtered with suction and also dried to acquire the product with a yield of regarding 95%.
In addition, Nitto Chemical Company of Japan takes on the process path of gas stage response of sulfur trioxide and also cyclohexylamine.
Synthesis approach of cyclohexylamine and sulfamic acid (or salt).
Japan Jifu Pharmaceutical Co., Ltd. makes use of cyclohexylamine and salt sulfamate as raw materials to produce cyclamate at 180 ~ 200 ° C in a light oil solvent. After the response, the completed product is acquired through formation as well as recrystallization, and the mother alcohol is returned to the activator for reuse. The raw material of this method is simple to get, the procedure is basic, the solvent is simple to recover, and also the yield is high.
According to domestic study records on the optimization of the procedure problems, add 25g of cyclohexylamine dropwise to a mixture of 10g of sulfamic acid and also 35g of light oil, react at 165 ° C for 3h, then cool down to below 130 ° C, and add 41g of 10% sodium bicarbonate solution The item was dissolved, and then distilled to recoup light oil and also cyclohexylamine, as well as finally the crude item was recrystallized, with a return of 97.5%.
C6H11NH2+ NH2SO3Na → C6H11NHSO3Na+ NH3 ↑.
Japan Toyo Chemical Co., Ltd. makes use of cyclohexylamine and sulfamic acid as basic materials to produce cyclamate at 160 ~ 179 ° C in o-dichlorobenzene, as well as the response temperature level of the second step is managed listed below 130 ° C. The unreacted cyclohexylamine as well as o-dichlorobenzene are distilled out with water vapor as well as recycled, and the reactant is crystallized and also recrystallized to acquire the completed product. The raw materials of this approach are cheap and very easy to get, the solvent is easy to recover, the response time is short, and the yield is high.
2CaH11NH2+ NH2SO3H → C6H11NHSO3NH3C6H11 [NaOH] → C6H11NHSO3Na.
Synthesis method of cyclohexylamine as well as chlorosulfonic acid This is the manufacturing method of a Japanese firm.
2C6H11NH2+ ClSO3H [< 5 ℃ ＝ → C6H11NHSO3NH3C6H11 [NaOH] → C6H11NHSO3Na After response, 95% of the finished product is acquired by splitting up, focus as well as extraction. The raw materials of this approach are cheap as well as the reaction is fast, yet there are many side reactions and the tools is seriously corroded.