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Process for producing 1,4-sodium butanedisulfonic acid

A technology of sodium butanedisulfonate and sodium sulfite, applied in 1 field, can solve problems such as low yield, cumbersome post-processing, long reaction time and the like, and achieve the effects of high yield, easy operation and simple raw materials

Inactive Publication Date: 2008-07-16
NANJING UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] There are bibliographical reports to prepare α with α, ω-dibromoalkane, ω-alkyl disulfonate sodium, but the reaction time is longer, and aftertreatment is loaded down with trivial details, and productive rate is lower (referring to: Gilbert C.H Stone.Alkane-α, ω-disulfonates. J. Am. Chem. Soc., 1936; 58(3); 488-489.)

Method used

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  • Process for producing 1,4-sodium butanedisulfonic acid
  • Process for producing 1,4-sodium butanedisulfonic acid
  • Process for producing 1,4-sodium butanedisulfonic acid

Examples

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Embodiment 1

[0020] Embodiment 1: take 1,4-dibromobutane as raw material preparation 1,4-sodium butanedisulfonate

[0021] Add 7.56g (60mmol) of sodium sulfite, 3.6mL (30mmol) of 1,4-dibromobutane and 60ml of water into a 100ml single-necked bottle, heat and stir under reflux in an oil bath (temperature 110-120°C), and react for about 10 hours. About 50ml of water in the reaction system was distilled off under reduced pressure, cooled and crystallized at 4°C, and the obtained white crystals were recrystallized twice with water and dried under vacuum at 60°C to obtain sodium 1,4-butanedisulfonate. ESI-MS: 261.94; 1 H NMR (DMSO-d 6 ) δ ppm: 2.38 (t, J = 7.11, 4H), 1.59 (m, 4H). Yield: 95%.

Embodiment 2

[0022] Embodiment 2: take 1,4-dichlorobutane as raw material preparation 1,4-sodium butanedisulfonate

[0023] Add 7.56g (60mmol) of sodium sulfite, 3.3mL (30mmol) of 1,4-dichlorobutane and 60ml of water into a 100ml single-necked bottle, heat and stir under reflux in an oil bath (temperature 110-120°C), and react for about 20 hours. About 50ml of water in the reaction system was distilled off under reduced pressure, cooled and crystallized at 4°C, and the obtained white crystals were recrystallized twice with water and dried under vacuum at 60°C to obtain sodium 1,4-butanedisulfonate. ESI-MS: 261.98; 1 H NMR (DMSO-d 6 ) δ ppm: 2.39 (t, J=7.11, 4H), 1.58 (m, 4H). Yield: 83%.

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Abstract

A preparation method for 1, 4-butyldisulphonate is to use a 1, 4-dihalogenated butane as materials reacting with a sodium sulfite in an aqueous liquor for 10 to 20 hours under a temperature of 110 to 120 DEG C to generate the 1, 4-butyldisulphonate. The method can use a 1, 4-dibromobutane or a 1, 4-dichlorobutane as raw materials. The invention utilizes the 1, 4-dihalogenated butane and the sodium sulfite to prepare the 1, 4-butyldisulphonate, which is easily operated, does no harm to the environment and has a high yield and a low cost as the 1, 4-dichlorobutane is used as the raw materials.

Description

technical field [0001] The invention relates to a preparation method of sodium 1,4-butanedisulfonate. technical background [0002] Sodium 1,4-butanedisulfonate is an important chemical raw material with the following structure: [0003] [0004] Drugs for liver disease treatment can be divided into antiviral drugs, immunomodulatory drugs, and hepatoprotective drugs, among which antiviral drugs are expensive and have relatively high toxicity and side effects, and immunomodulatory drugs are mostly biological agents, which are expensive. Hepatoprotective drugs are more competitive in the liver disease drug market due to their lower prices. Simeitai (1,4-butanedisulfonic acid adenosylmethionine) is a liver-protecting drug produced by Geno Pharmaceutical Factory in Germany. It is unique among many liver-protecting drugs. Sodium 1,4-butanedisulfonate is an intermediate of the drug and has broad application prospects. In addition, sodium 1,4-butanedisulfonate has a wide rang...

Claims

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Application Information

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IPC IPC(8): C07C309/05C07C303/02
Inventor 朱海亮石磊宋忠诚
Owner NANJING UNIV
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