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Hydrogenation calalyst of N-(3,4-dimethyl phenyl amine)-D-riboside

A xylidine and catalyst technology, applied in the field of modified Raney nickel catalyst, can solve the problems of target product ribosamine purity analysis, high cost, low catalyst activity, etc., and achieve simple preparation process, excellent product quality and strong selectivity Effect

Inactive Publication Date: 2003-07-16
NANKAI UNIV +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Existing patents, such as CN, 1122833A, 1194262A, etc., when N-(3,4-xylaniline)-D-riboside hydrogenation produces ribosamine, use Raney nickel as a catalyst, but there are low catalyst activity, Problems such as large dosage, low yield, and high cost; in CN1194252A, a large amount of sodium sulfate is also required, resulting in the disadvantages of low purity and poor quality of the target product ribosamine; and none of the above-mentioned patents analyzes the purity of the target product ribosamine, What is disclosed is only the yield of ribosamine crude product, especially the yield introduced in CN1194252A2 is far from the actual yield (or pure yield) of ribosamine, which is much higher

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Add 9 grams of metal nickel, 9 grams of metal aluminum and 0.54 grams of metal molybdenum in the graphite crucible, put it into the electric arc furnace, first vacuumize it to 1Pa at 573K, and then fill the furnace with argon to 6×10 4 Pa, melt at high temperature, stir evenly, and cool to get nickel-aluminum-transition metal multi-element alloy.

[0020] Add 74ml of 28% NaOH solution in the flask, then add 15g of pulverized nickel-aluminum-transition metal multi-element alloy, react at 90°C for 2 hours, remove the supernatant by pouring, and wash with water until neutral.

[0021] The prepared modified Raney catalyst was stored in pure water for later use.

[0022] 3.4g 3,4-dimethylaniline is dissolved in 15ml ethanol, is transferred in the autoclave, then adds the Raney catalyst (wet weight, the same below) of 3.0g transition metal modification, 15mg boric acid, according to the inventor in CN00135818 55ml of D-ribose ethanol solution (containing 3.975g of D-ribose) ...

Embodiment 2

[0028] The method is the same as in Example 1, except that the amount of the transition metal-modified Raney nickel catalyst is changed to 2.0 g, and other conditions remain unchanged. 6.0 g of crude ribosamine was obtained, the purity by HPLC method was 99.4%, and the crude yield and pure yield of ribosamine were 88.9% and 88.4% respectively.

Embodiment 3

[0032] The method is the same as in Example 1, the amount of transition metal-modified Raney nickel catalyst is 4.0g, D-ribose is used instead of the method purification provided by the inventor in CN 00135818.9, and the glucose fermentation using the current domestic semi-synthetic riboflavin production The D-ribose ethanol solution 53ml (containing ribose 3.975g) of the 7.5g / 100ml concentration obtained by liquid extraction process, other conditions are all unchanged, obtains ribosamine crude product 5.4g, HPLC method purity 98.4%, ribosamine crude product yield, folded The pure yields were 80.0%, 78.7%, respectively.

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PUM

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Abstract

A hydrocatalyst for preparing N-(D)-deoxyriboseol-3,4-dimethylaniline as the intermediate in semi-synthesizing riboflavin is a novel alloy catalyst prepared from Raney Ni-catalyst through modifying by the transition metal elements of families I, II, IV, VI, VII and VIII chosen from Cu, Zn, Ti, Zr, Cr, Mo, Mn, Fe, Co, Ru, Rh, Pd and Pt. It contains Ni, Al and transition metal element in Wt. ratio of 1000:1000:(1-280). Its advantages are high activity, selectivity and output rate, low dosage and low cost.

Description

Technical field [0001] The present invention relates to riboflavin (vitamin B 2 ) semi-synthetic process to prepare the hydrogenation catalyst of the important raw material intermediate N-(D)-deoxyribitol-3,4-xylaniline (hereinafter referred to as ribosamine), specifically it is a modified Raney nickel catalyst. Background technique [0002] In addition to being used as a medicine, riboflavin is also widely used as a feed additive and food additive. It was produced by microbial fermentation in the early days. In recent years, the process of producing riboflavin by chemical semi-synthesis has been developed. The riboflavin semi-synthesis process uses glucose as the starting material, fermented in the presence of shikimic acid auxotrophic mutant strains to obtain D-ribose, and then undergoes steps such as impurity removal, hydrogenation, coupling, cyclization, and purification to obtain riboflavin white. [0003] D-ribose first reacts with 3,4-xylidine to generate N-(3,4-xyl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J25/02C07H15/20
Inventor 邓国才张津枫唐伍全戴丽华张建宝赵树旺史立平路风辉陈荣悌
Owner NANKAI UNIV
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