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Method for preparing 4,6-dialkoxy-1,3-phenylene diamine hydrochlorate

A technology of diaminoresorcinol hydrochloride and phenylenediamine hydrochloride, applied in 4 fields, can solve the problems of poor selectivity, harsh operating conditions, expensive reagents, etc., achieve the prospect of large-scale industrial production, reduce environmental protection costs, Dealing with Easy Effects

Inactive Publication Date: 2008-03-26
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The technical problem to be solved in the present invention is to disclose a new preparation method of 4,6-dialkoxy-1,3-phenylenediamine hydrochloride, so as to overcome the complicated process routes, expensive reagents, and Disadvantages of harsh operating conditions, poor selectivity, and low yield

Method used

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  • Method for preparing 4,6-dialkoxy-1,3-phenylene diamine hydrochlorate
  • Method for preparing 4,6-dialkoxy-1,3-phenylene diamine hydrochlorate
  • Method for preparing 4,6-dialkoxy-1,3-phenylene diamine hydrochlorate

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Embodiment 1

[0031] Grind coconut shell activated carbon and sieve to obtain 300-400 mesh activated carbon powder, add a certain amount of activated carbon to 10wt.% nitric acid, stir in 80°C water bath for 2 hours, then filter and wash with distilled water to become neutral; Treat with steam, dry, and set aside. Dissolve nickel nitrate in deionized water to make 2.1×10 -1 mol / L nickel nitrate solution, add 10g of activated carbon treated above to 37ml nickel nitrate aqueous solution, impregnate for 2h, age in air for 24h, dry in air at 100-110°C for 24h, and bake in a muffle furnace at 250°C for 5h , that is, to obtain 5wt.% Ni O / C. Dissolve chloroplatinic acid in deionized water to make 1.7×10 -2 mol / L chloroplatinic acid solution. Add 10g of activated carbon loaded with NiO to 152ml of chloroplatinic acid aqueous solution, soak for 2 hours, then add 8ml of formaldehyde for reduction, and at the same time add saturated sodium bicarbonate solution dropwise, control the pH value to abou...

Embodiment 2

[0034] The preparation of 3wt.% CuO / C is the same as in Example 1. Dissolve palladium chloride in deionized water to make a 1.7×10 -2 mol / L palladium chloride solution. Add 10g of 3wt.% CuO / C into 278ml of palladium chloride aqueous solution, soak for 2 hours, then add 8ml of formaldehyde for reduction, and at the same time add saturated sodium bicarbonate solution dropwise, control the pH value to about 9, and react until the pH value remains unchanged. After filtering and drying, a Pd content of 5wt.%Pd-3wt.%Cu / C catalyst was obtained.

[0035] In the reactor of 1000ml, add 74g (0.34mol) 4,6-diaminoresorcinol hydrochloride, 400ml 64wt.% acetaldehyde aqueous solution, 0.17molHCl, 0.02mol acetic acid and 14g 5wt.%Pd-3wt.% Cu / C. Will N 2 Introduce air into this sealed reactor for three times, and then use H 2 Replace three times. h 2 The pressure reaches 3Mpa and the temperature reaches 70°C. After the reaction, the reaction feed liquid was cooled to room temperature. ...

Embodiment 3

[0037] The processing of activated carbon is as described in Example 1. Dissolve cobalt nitrate in deionized water to make 2.1×10 -1 mol / L cobalt nitrate solution, add 10g of treated activated carbon into 39ml cobalt nitrate aqueous solution, impregnate for 2h, age in air for 24h, dry in air at 100-110°C for 24h, and bake in a muffle furnace at 250°C for 5h , that is, to obtain 2.5wt.% Co 2 o 3 / C for standby. According to the loading method of Pt in Example 1, it is prepared into 5wt.%Pt-2.5wt.%Co 2 o 3 / C Catalyst.

[0038] In the reactor of 1000ml, add 74g (0.34mol) 4,6-diaminoresorcinol hydrochloride, 500ml 37.7wt.% formaldehyde aqueous solution, 0.017mol HCl, 0.02mol acetic acid and 10g 5wt.%Pt-2.5wt .%Co 2 o 3 / C. Will N 2 Introduce air into this sealed reactor for three times, and then use H 2 Replace three times. h 2 The pressure reaches 0.9Mpa and the temperature reaches 30°C. After the reaction, the reaction feed liquid was cooled to room temperature. By...

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Abstract

The present invention discloses process of preparing 4, 6-dialkoxyl-1, 3-phenylene diamine hydrochloride. The process includes the following steps: dissolving 4, 6-diamino resorcin hydrochloride in mixed solution of organic carbonyl compound and water, and catalytic condensation and hydrogenation under the action of rare metal and transition metal catalyst, strong acid and acetic acid. The process has low cost, high yield and quality of 4, 6-dialkoxyl-1, 3-phenylene diamine hydrochloride, easy treatment of reaction effluent and great industrial production foreground.

Description

technical field [0001] The present invention relates to the preparation method of 4,6-dialkoxy-1,3-phenylenediamine hydrochloride, the method is catalyzed condensation hydrogenation by 4,6-diaminoresorcinol hydrochloride and ketone or aldehyde , to obtain etherification products on the benzene ring. Background technique [0002] 4,6-dialkoxy-1,3-phenylenediamine is a monomer of aromatic hydrocarbon oligomeric amine compounds. According to the secondary design of molecular structure, a variety of important peptide molecules can be synthesized from this monomer ( Nowick, J.S.; Cary, J.M.; Tsai, J.H.J.Am.Chem.Soc.2001, 123, 5176.; Nowick, J.S.; , R.J.Am.Chem.Soc.2002, 124, 4972.; Zeng, H.; Yang, X.; Flowers, R.A.; Gong, B.J.Am.Chem.Soc.2002, 124, 2903.); Preparation of amides (Lihua Yuan, Wen Feng, Kazuhiro Yamato, et al, J.AM.CHEM.SOC. 2004, 126, 11120). [0003] Mainly adopted synthetic route 1: [0004] [0005] The disadvantage of this synthetic route is that 4,6-din...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/84C07C213/06
Inventor 金中豪李到彭旭涛王幸宜
Owner EAST CHINA UNIV OF SCI & TECH