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ChemicalBook CAS DataBase List Metanilic acid
121-47-1

Metanilic acid synthesis

12synthesis methods
Metanilic acid can be obtained by sulfonation of aniline sulfate with oleum and boric acid at 20 – 50 ℃. The yield is 98%. For industrial production, however, nitrobenzene is sulfonated to m-nitrobenzenesulfonic acid, which is then reduced either with iron or catalytically with hydrogen. Crude 3-aminobenzenesulfonic acid can be used directly, either as a solution or dried, to obtain 3-aminophenol by alkali fusion. It is not sufficiently pure for use in dye manufacture, however. Therefore the crude solution is acidified; after filtration the product thus obtained is of satisfactory purity.
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Yield:121-47-1 93%

Reaction Conditions:

with aluminum oxide;sulfuric acid at 45 - 80; for 2.5 h;

Steps:

3 Example 3
In the reaction container by adding 2 μM of 3 - methylaniline, 4 μM mass fraction is 40% sulfuric acid solution, 13 g of alumina powder, raising the temperature of the solution to the 45 °C, the stirring speed is 110 rpm, stirring 110 min after, raising the temperature of the solution to 80 °C, return 40 min, the mass fraction is 20% potassium bromide solution washing, the mass fraction is 40% cyclohexane solution washing, the mass fraction is 50% butanone solution washing, phosphorus pentoxide desiccant dehydration, in the mass fraction is 80% in isopropanol solution of recrystallization, sulfanilic acid shall be crystal between 323.64 g, yield 93%.

References:

Chengdu Zhong Heng Huatie Technology Co., Ltd.;Peng Xiangliang CN108395388, 2018, A Location in patent:Paragraph 0011; 0013; 0014; 015

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