Method for synthesizing methyl sulfone base dibromo toluene

A technology of methylsulfonyl dibromotoluene and methylsulfonyl toluene, which is applied in the field of organic synthesis, can solve the problems that the production volume of methylsulfonyl dibromotoluene cannot meet the market demand, etc., and achieves easy industrial production, mild reaction conditions, and high product quality. high purity effect

Active Publication Date: 2013-02-13
SHANDONG RUNKE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As a result, the domestic production of p-thiamphenicol dibromotoluene cannot meet the market demand

Method used

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  • Method for synthesizing methyl sulfone base dibromo toluene

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Under the temperature condition of 150 DEG C according to the molar ratio of 1:5 to p-thiamphenicol toluene and bromine, under the action of catalyst copper, heat preservation reaction was carried out for 8 hours to obtain liquid crude product p-thiamphenicol dibromotoluene, the catalyst The addition amount is 1wt% of p-thiamphenicol toluene.

[0026] Separating and removing the hydrobromic acid and unreacted bromine produced in the reaction from the liquid crude product p-thiamphenyl dibromide to obtain granular solid crude product p-thiamphenyl dibromide.

[0027] The solid crude product p-thiamphenyl dibromide was neutralized, washed with water and refined to obtain the product p-thiamphenyl dibromide with a yield of 95% and a purity of 99.2%.

Embodiment 2

[0029] First add p-thiamphenicol toluene to the reaction kettle, heat up to 120°C, add 0.5wt% catalyst copper chloride of p-thiamphenicol toluene, add bromine under stirring state, the mixture of p-thiamphenicol toluene and bromine The molar ratio was 1:10, and the heat preservation reaction was carried out for 15 hours to obtain the crude p-thiamphenicol dibromotoluene in liquid state.

[0030] Turn on the vacuum pump, vacuumize at -0.05MPa for 1.5 hours, remove the hydrobromic acid and unreacted bromine generated by the reaction under reduced pressure, and after the exhaustion is completed, put the liquid crude product p-thiamphenyl dibromotoluene into water under stirring , carry out water absorption treatment, and at the same time reduce the temperature and crystallize to obtain granular crude p-thiamphenicol dibromotoluene.

[0031] The solid crude product p-thiamphenyldibromotoluene is neutralized to neutral with sodium carbonate solution, washed with water after suction...

Embodiment 3

[0033] First add p-thiamphenicol toluene to the reaction kettle, heat up to 160°C, add 1.5wt% catalyst copper sulfate of p-thiamphenicol toluene, add bromine under stirring state, the mole of p-thiamphenicol toluene and bromine The ratio is 1:1.5, and the heat preservation reaction is carried out for 10 hours to obtain the liquid crude product p-thiamphenyldibromotoluene.

[0034] Turn on the vacuum pump, vacuumize at -0.06MPa for 4 hours, remove the hydrobromic acid and unreacted bromine generated by the reaction under reduced pressure, and after the exhaustion is completed, put the liquid crude product p-thiamphenyl dibromotoluene into water under stirring , carry out water absorption treatment, and at the same time reduce the temperature and crystallize to obtain granular crude p-thiamphenicol dibromotoluene.

[0035] The solid crude p-thiamphenyl dibromotoluene is neutralized to neutral with sodium hydroxide solution, washed with water after suction filtration, then heated...

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Abstract

The invention discloses a method for synthesizing methyl sulfone base dibromo toluene. The method comprises the following steps of enabling methyl p-tolyl sulfone and bromine to perform thermal reaction for 5-20 hours at the temperature of 50-200 DEG C under the effect of an catalytic agent to obtain liquid crude product methyl sulfone base dibromo toluene, wherein the mole ratio of the methyl p-tolyl sulfone to the bromine is 1: (1-10); and separating the liquid crude product methyl sulfone base dibromo toluene to remove hydrobromic acid produced in the reaction and unreacted bromine to obtain granular solid crude product methyl sulfone base dibromo toluene. The method is short in process flow and mild in reaction condition, the reaction can be easily controlled, industrial production can be easily achieved, no solvent is used, the whole reaction process is free of pollution and emission, and the product yield is as high as 93-98%.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a synthesis method of p-thiamphenyl dibromotoluene. Background technique [0002] p-thiamphenyldibromotoluene is an important raw material of organic medicine. It is a light brown granular solid with a melting point of 140-145°C. It is insoluble in water but soluble in general organic solvents. It is an important intermediate of the new broad-spectrum antibiotic thiamphenicol and thiamphenicol glycinate hydrochloride. Because thiamphenicol and its derivative glycinate hydrochloride have low toxicity, small side effects, long curative effect and good antibacterial effect, the antibacterial activity is more than 6 times stronger than that of chloramphenicol. In foreign countries, it has been widely allowed to be used in immunosuppressive state antibiotics and as food and feed additives, etc., and the demand is increasing year by year. [0003] At present, thiamphenicol ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C317/14C07C315/04
Inventor 宗先庆崔明亮吴多坤
Owner SHANDONG RUNKE CHEM
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