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Synthesis method of 2, 3-dihydroxynaphthalene-1, 6-disulfonic acid chemical intermediate

A dihydroxynaphthalene and synthesis method technology, applied in the preparation of sulfonic acid, organic chemistry, etc., can solve the problems of low product selectivity, difficult industrial production, and difficult availability of raw materials, and achieve high product selectivity, simple operation, and high selectivity high effect

Inactive Publication Date: 2016-12-07
JIANGSU YANGNONG CHEM GROUP +2
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] Ansink Harold RW et al. used 2,3-dihydroxynaphthalene as a raw material and nitromethane as a solvent to obtain 2,3-dihydroxynaphthalene-1,6-disulfonic acid (CAS: 149141-94 -6), yet, this process is not only difficult to obtain raw materials, but also has low product selectivity, low total yield, high cost of raw materials, and difficulties in realizing industrialized production.
[0003] 2,3-dihydroxynaphthalene-1,6-disulfonic acid is an important chemical intermediate, but there are very few reports about its synthetic process route

Method used

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  • Synthesis method of 2, 3-dihydroxynaphthalene-1, 6-disulfonic acid chemical intermediate
  • Synthesis method of 2, 3-dihydroxynaphthalene-1, 6-disulfonic acid chemical intermediate
  • Synthesis method of 2, 3-dihydroxynaphthalene-1, 6-disulfonic acid chemical intermediate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 100g of 8-nitro-1,3,6-naphthalenetrisulfonic acid solid and 116g of 10% sodium hydroxide solution into a 500mL four-neck flask, stir thoroughly for 0.5 hours, heat up to 90°C, and keep warm at this temperature After reacting for 1 hour, the temperature was then lowered to 25°C, and a large amount of solids precipitated out of the system, which was filtered and dried to obtain 83.4 g of 2,3-hydroxy-8-nitro-1,6-naphthalene disulfonic acid, with an analytical content of 99.1%. Yield 95.1%.

Embodiment 2-4

[0024] On the basis of Example 1, different reaction temperatures were adjusted, and other conditions were unchanged. The obtained results are shown in Table 1.

[0025] The influence of table 1 different reaction temperature on product yield

[0026]

Embodiment 5-6

[0028] On the basis of Example 1, different types of bases were investigated, and other conditions remained unchanged. The obtained results are shown in Table 2.

[0029] The impact of the different types of alkalis on the product yield in table 2

[0030]

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Abstract

Belonging to the technical field of organic chemical industry, the invention relates to a synthesis method of a 2, 3-dihydroxynaphthalene-1, 6-disulfonic acid chemical intermediate, and more specifically relates to a method taking refined naphthalene as the raw material to synthesize 2, 3-dihydroxynaphthalene-1, 6-disulfonic acid by sulfonation, nitration, alkaline hydrolysis, reduction, diazotization deamination and other steps. The total yield is not less than 60%. The method provided by the invention has the advantages of high product selectivity, simple and controllable process and low production cost, etc.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry, and relates to a method for synthesizing 2,3-dihydroxynaphthalene-1,6-disulfonic acid chemical intermediates, more specifically, to a method of using refined naphthalene as a raw material, which is sulfonated and nitrated , alkaline hydrolysis, reduction, diazotization deamination and other steps to obtain 2,3-dihydroxynaphthalene-1,6-disulfonic acid with a total yield of not less than 60%. The invention has the advantages of high product selectivity, simple and controllable process, low production cost and the like. Background technique [0002] Ansink Harold RW et al. used 2,3-dihydroxynaphthalene as a raw material and nitromethane as a solvent to obtain 2,3-dihydroxynaphthalene-1,6-disulfonic acid (CAS: 149141-94 -6), however, this process is not only difficult to obtain raw materials, but also has low product selectivity, low total yield, high cost of raw materials, and dif...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/43C07C303/22
CPCC07C303/22C07C303/06
Inventor 王根林王刚丁克鸿崔竞芳陆林华殷恒志
Owner JIANGSU YANGNONG CHEM GROUP
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