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PROCESS FOR PREPARING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZIN-4-ON-2,2-DIOXIDE

机译:制备6-甲基-3,4-二氢-1,2-,3-氧杂噻嗪-4-on-2,2-二氧化物的方法

摘要

6-Methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide is prepared by cylcizing acetoacetamide-N-sulfonic acid or its salts with an at least approximately equimolar amount of SO3 in the presence of a water-immiscible, inert organic solvent and, if appropriate, also an inert, inorganic solvent. In the event that an equimolar amount of SO3 is employed, working up is effected by adding aqueous sulfuric acid when the cyclization reaction is complete; in the event that the amount of SO3 employed is more than equimolar, the 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide obtained in the form of the SO3-adduct is hydrolyzed by adding water or ice, whereby sulfuric acid is formed from the SO3 combined in the SO3-adduct. The inert, organic solvent is then removed from the resulting multi-phase mixture by distillation, and the 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide is obtained in a pure form from the remaining aqueous sulfuric acid phase by crystallization. Additionally, quite generally, crude 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide is purified by recrystallization from aqueous sulfuric acid. The non-toxic salts of 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2 dioxide-in particular the potassium salt-are valuable synthetic sweetening agents.
机译:通过将乙酰乙酰胺-N-磺酸或其盐与至少约等摩尔量的SO3环化,制得6-甲基-3,4-二氢-1,2,3-草硫嗪-4-酮2,2-二氧化物。存在与水不混溶的惰性有机溶剂,如果合适,还可以存在惰性无机溶剂。如果使用等摩尔量的SO3,则在环化反应完成后,通过添加硫酸水溶液进行后处理。如果SO3的使用量大于等摩尔量,则以SO3加合物的形式获得的6-甲基-3,4-二氢-1,2-氧杂噻嗪-4-酮2,2-二氧化物通过添加水或冰将其水解,由此由结合在SO 3加合物中的SO 3形成硫酸。然后通过蒸馏从所得的多相混合物中除去惰性有机溶剂,并在二氯甲烷中获得6-甲基-3,4-二氢-1,2,3-恶唑嗪-4-一2,2-二氧化物。通过结晶从剩余的硫酸水溶液相中分离出纯净形式。另外,通常,通过从硫酸水溶液中重结晶来纯化粗制的6-甲基-3,4-二氢-1,2,3-氧杂噻嗪-4-酮2,2-二氧化物。 6-甲基-3,4-二氢-1,2,3-恶二嗪-4-酮2,2二氧化物的无毒盐-特别是钾盐-是有价值的合成甜味剂。

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