CN102776255A - Preparation method of nicotinamide - Google Patents
Preparation method of nicotinamide Download PDFInfo
- Publication number
- CN102776255A CN102776255A CN2012102633480A CN201210263348A CN102776255A CN 102776255 A CN102776255 A CN 102776255A CN 2012102633480 A CN2012102633480 A CN 2012102633480A CN 201210263348 A CN201210263348 A CN 201210263348A CN 102776255 A CN102776255 A CN 102776255A
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- China
- Prior art keywords
- filter
- water
- filter residue
- filtrating
- nitrile hydratase
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 title claims description 28
- 235000005152 nicotinamide Nutrition 0.000 title claims description 7
- 239000011570 nicotinamide Substances 0.000 title claims description 7
- 229960003966 nicotinamide Drugs 0.000 title claims description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- 241000894006 Bacteria Species 0.000 claims abstract description 13
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 10
- 238000000855 fermentation Methods 0.000 claims abstract description 7
- 230000004151 fermentation Effects 0.000 claims abstract description 7
- 230000007062 hydrolysis Effects 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 239000011708 vitamin B3 Substances 0.000 claims description 14
- 235000019160 vitamin B3 Nutrition 0.000 claims description 14
- 108010024026 Nitrile hydratase Proteins 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 238000000108 ultra-filtration Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 9
- 239000012528 membrane Substances 0.000 claims description 9
- GZPHSAQLYPIAIN-UHFFFAOYSA-N 3-pyridinecarbonitrile Chemical compound N#CC1=CC=CN=C1 GZPHSAQLYPIAIN-UHFFFAOYSA-N 0.000 claims description 6
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 6
- 229940041514 candida albicans extract Drugs 0.000 claims description 6
- 239000004202 carbamide Substances 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 239000008103 glucose Substances 0.000 claims description 6
- 239000001963 growth medium Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000002609 medium Substances 0.000 claims description 6
- 238000001471 micro-filtration Methods 0.000 claims description 6
- 238000011218 seed culture Methods 0.000 claims description 6
- 239000012138 yeast extract Substances 0.000 claims description 6
- 241000187654 Nocardia Species 0.000 claims description 3
- 230000001580 bacterial effect Effects 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000005469 granulation Methods 0.000 claims description 3
- 230000003179 granulation Effects 0.000 claims description 3
- 238000004811 liquid chromatography Methods 0.000 claims description 3
- 230000010355 oscillation Effects 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- 230000001954 sterilising effect Effects 0.000 claims description 3
- 238000004659 sterilization and disinfection Methods 0.000 claims description 3
- 230000009466 transformation Effects 0.000 claims description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 238000000926 separation method Methods 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- DFPAKSUCGFBDDF-ZQBYOMGUSA-N [14c]-nicotinamide Chemical compound N[14C](=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-ZQBYOMGUSA-N 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 238000011031 large-scale manufacturing process Methods 0.000 abstract 1
- 238000001694 spray drying Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 3
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- FFNVQNRYTPFDDP-UHFFFAOYSA-N 2-cyanopyridine Chemical compound N#CC1=CC=CC=N1 FFNVQNRYTPFDDP-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention discloses a preparation method of nicotinamide, which comprises the following eight steps of: seed bacteria culture, fermentation, primary filter, secondary filter, hydrolysis, third filter, vacuum concentration and spray drying. Raw materials and solvents adopted by the invention have low cost, good economy, mild reaction conditions, easy separation, high purity, high yield, less three wastes, less pollution, and favorable large-scale production.
Description
Technical field
The present invention relates to a kind of preparation method of vitamin PP, belong to the pharmaceutical chemistry field.
Background technology
At present, there are a lot of methods can cyanopyridine be converted into amides, can both realize through chemistry and biological means; Nitric acid oxidation method or the like is arranged, but often reaction conditions is high for these methods, it is low to obtain productive rate; And has a higher potential safety hazard; The preparation method who has is easy to generate by product nicotinic acid, and the vitamin PP product P H value that obtains is not high, is difficult to reach requirement.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of vitamin PP, raw material and solvent cost that the present invention adopts are cheap, good economy performance, and the reaction conditions gentleness, product separation is easy and purity is high, yield is high, and the three wastes are few, pollute for a short time, are beneficial to scale operation.
The present invention adopts following technical scheme:
The preparation method of vitamin PP may further comprise the steps:
(1) planting daughter bacteria cultivates: the water of the 30-90% of the seed culture medium of the 10-70% that in fermentor tank, packs into, described seed culture medium is formed: 0.5-2% glucose, 0.2-1% yeast extract paste, 0.05-0.15%MaC1,0.05-0.3%K
2HPO
4, 0.01-0.03%MgSO
4, urea 0.1-1%, all the other are water, pH 7.0-7.5; Sterilize, insert the Nocardia bacteria bacterial classification of 1-10% then, under 25 ℃ of temperature, rotational oscillation was cultivated 90 hours; The not open close sterile air of crossing, controlled temperature is 25 ℃ in the fermenting process, pH is 8.0;
(2) fermentation: add fermention medium, described fermention medium: 1-2.5% glucose, 0.2-1% yeast extract paste, 0.1-2% urea, 0.03-0.1% K at fermentor tank
2HPO
4, 0.03-0.1%KH
2PO
4, 0.03-0.1%MgSO
4, all the other are water, Ph 6.5-7.5, and the sterilization back is inserted the step (1) of 2-7% and is planted daughter bacteria, feeds sterile air, and air flow is 0.2; Tank pressure is 0.03MPa, and the inductor of adding 10ppm ferments about 90h;
(3) once filter: the mixture that step (2) fermentation is accomplished filters, and adopts ultrafiltration apparatus to filter, and the aperture of ultra-filtration membrane is about 10A, collects the filter residue composition, and the filter residue composition produces bacterium and Nitrile hydratase for useless substratum, Nitrile hydratase;
(4) secondary filtration: once filtering filter residue filters once more, adopts microfiltration equipment to filter, about 1 micron of the aperture of microfiltration membrane, and the filter residue composition is useless substratum, filtrating is fermented liquid;
(5) hydrolysis: add filtrating behind the secondary filtration and water in the reaction kettle respectively; Described filtrating and water ratio 1:7; Control reaction temperature is 20-25 ℃, slowly adds the 3-cyanopyridine and reacts, and add-on is 2 times of filtrating; And the residual quantity of following the tracks of the 3-cyanopyridine with liquid chromatography, the transformation efficiency of hydrolysis reaction is 99.8%;
Filter for (6) three times: the aqua liquid behind step (5) hydrolysis reaction is fed ultrafiltration apparatus filter; The aperture of ultra-filtration membrane is about 10A; Obtain filtrating and filter residue, the filter residue staple is that Nitrile hydratase produces bacterium, Nitrile hydratase, and filter residue adds reuse in the reaction kettle again;
(7) concentrating under reduced pressure: three filtrate filtered are put into still kettle; Carry out concentrating under reduced pressure, still kettle heats through steam, and tower top temperature is controlled at 60-70 ℃; Pressure-controlling is at 10-25Kpa; Reuse is to reaction kettle after the condensing surface cooling to evaporate the water that, and distillation time is about 6h, obtains nicotinamide soln;
(8) spraying drying: the nicotinamide soln entering spray-drier that step (7) is obtained carries out drying, granulation, at last granular vitamin PP is packed.
The preparation method of vitamin PP, the sterile air in the described step (1) adopts the process of air-gas-holder-one-level water cooler-second-stage separator-well heater-total filter-minute strainer to prepare sterile air.
Advantage of the present invention:
Raw material and solvent cost that the present invention adopts are cheap, good economy performance, and the reaction conditions gentleness, product separation is easy and purity is high, yield is high, and the three wastes are few, pollute for a short time, are beneficial to scale operation.
Embodiment
Embodiment 1: the preparation method of vitamin PP may further comprise the steps:
(1) planting daughter bacteria cultivates: the water of the 30-90% of the seed culture medium of the 10-70% that in fermentor tank, packs into, described seed culture medium is formed: 0.5-2% glucose, 0.2-1% yeast extract paste, 0.05-0.15%MaC1,0.05-0.3%K
2HPO
4, 0.01-0.03%MgSO
4, urea 0.1-1%, all the other are water, pH 7.0-7.5; Sterilize, insert the Nocardia bacteria bacterial classification of 1-10% then, under 25 ℃ of temperature, rotational oscillation was cultivated 90 hours; The not open close sterile air of crossing, controlled temperature is 25 ℃ in the fermenting process, pH is 8.0;
(2) fermentation: add fermention medium, described fermention medium: 1-2.5% glucose, 0.2-1% yeast extract paste, 0.1-2% urea, 0.03-0.1% K at fermentor tank
2HPO
4, 0.03-0.1%KH
2PO
4, 0.03-0.1%MgSO
4, all the other are water, Ph 6.5-7.5, and the sterilization back is inserted the step (1) of 2-7% and is planted daughter bacteria, feeds sterile air, and air flow is 0.2; Tank pressure is 0.03MPa, and the inductor of adding 10ppm ferments about 90h;
(3) once filter: the mixture that step (2) fermentation is accomplished filters, and adopts ultrafiltration apparatus to filter, and the aperture of ultra-filtration membrane is about 10A, collects the filter residue composition, and the filter residue composition produces bacterium and Nitrile hydratase for useless substratum, Nitrile hydratase;
(4) secondary filtration: once filtering filter residue filters once more, adopts microfiltration equipment to filter, about 1 micron of the aperture of microfiltration membrane, and the filter residue composition is useless substratum, filtrating is fermented liquid;
(5) hydrolysis: add filtrating behind the secondary filtration and water in the reaction kettle respectively; Described filtrating and water ratio 1:7; Control reaction temperature is 20-25 ℃, slowly adds the 3-cyanopyridine and reacts, and add-on is 2 times of filtrating; And the residual quantity of following the tracks of the 3-cyanopyridine with liquid chromatography, the transformation efficiency of hydrolysis reaction is 99.8%;
Filter for (6) three times: the aqua liquid behind step (5) hydrolysis reaction is fed ultrafiltration apparatus filter; The aperture of ultra-filtration membrane is about 10A; Obtain filtrating and filter residue, the filter residue staple is that Nitrile hydratase produces bacterium, Nitrile hydratase, and filter residue adds reuse in the reaction kettle again;
(7) concentrating under reduced pressure: three filtrate filtered are put into still kettle; Carry out concentrating under reduced pressure, still kettle heats through steam, and tower top temperature is controlled at 60-70 ℃; Pressure-controlling is at 10-25Kpa; Reuse is to reaction kettle after the condensing surface cooling to evaporate the water that, and distillation time is about 6h, obtains nicotinamide soln;
(8) spraying drying: the nicotinamide soln entering spray-drier that step (7) is obtained carries out drying, granulation, at last granular vitamin PP is packed.
The preparation method of vitamin PP, the sterile air in the described step (1) adopts the process of air-gas-holder-one-level water cooler-second-stage separator-well heater-total filter-minute strainer to prepare sterile air.
The detection data of the vitamin PP for preparing through above-mentioned method:
| Test item | Index | Detected result |
| Content/(%) | ≥99.0 | 99.9 |
| Fusing point/(℃) | 128.0-131.0 | 128.4 |
| Ph | 5.5-7.5 | 6.0 |
| Moisture/(%) | ≤0.10 | 0.04 |
| Heavy metal is (in Pb/%) | ≤0.002 | ＜0.002 |
| Ignition residue (%) | ≤0.1 | 0.05 |
Claims (2)
1. the preparation method of a vitamin PP is characterized in that may further comprise the steps:
(1) planting daughter bacteria cultivates: the water of the 30-90% of the seed culture medium of the 10-70% that in fermentor tank, packs into, described seed culture medium is formed: 0.5-2% glucose, 0.2-1% yeast extract paste, 0.05-0.15%MaC1,0.05-0.3%K
2HPO
4, 0.01-0.03%MgSO
4, urea 0.1-1%, all the other are water, pH 7.0-7.5; Sterilize, insert the Nocardia bacteria bacterial classification of 1-10% then, under 25 ℃ of temperature, rotational oscillation was cultivated 90 hours; The not open close sterile air of crossing, controlled temperature is 25 ℃ in the fermenting process, pH is 8.0;
(2) fermentation: add fermention medium, described fermention medium: 1-2.5% glucose, 0.2-1% yeast extract paste, 0.1-2% urea, 0.03-0.1% K at fermentor tank
2HPO
4, 0.03-0.1%KH
2PO
4, 0.03-0.1%MgSO
4, all the other are water, Ph 6.5-7.5, and the sterilization back is inserted the step (1) of 2-7% and is planted daughter bacteria, feeds sterile air, and air flow is 0.2; Tank pressure is 0.03MPa, and the inductor of adding 10ppm ferments about 90h;
(3) once filter: the mixture that step (2) fermentation is accomplished filters, and adopts ultrafiltration apparatus to filter, and the aperture of ultra-filtration membrane is about 10A, collects the filter residue composition, and the filter residue composition produces bacterium and Nitrile hydratase for useless substratum, Nitrile hydratase;
(4) secondary filtration: once filtering filter residue filters once more, adopts microfiltration equipment to filter, about 1 micron of the aperture of microfiltration membrane, and the filter residue composition is useless substratum, filtrating is fermented liquid;
(5) hydrolysis: add filtrating behind the secondary filtration and water in the reaction kettle respectively; Described filtrating and water ratio 1:7; Control reaction temperature is 20-25 ℃, slowly adds the 3-cyanopyridine and reacts, and add-on is 2 times of filtrating; And the residual quantity of following the tracks of the 3-cyanopyridine with liquid chromatography, the transformation efficiency of hydrolysis reaction is 99.8%;
Filter for (6) three times: the aqua liquid behind step (5) hydrolysis reaction is fed ultrafiltration apparatus filter; The aperture of ultra-filtration membrane is about 10A; Obtain filtrating and filter residue, the filter residue staple is that Nitrile hydratase produces bacterium, Nitrile hydratase, and filter residue adds reuse in the reaction kettle again;
(7) concentrating under reduced pressure: three filtrate filtered are put into still kettle; Carry out concentrating under reduced pressure, still kettle heats through steam, and tower top temperature is controlled at 60-70 ℃; Pressure-controlling is at 10-25Kpa; Reuse is to reaction kettle after the condensing surface cooling to evaporate the water that, and distillation time is about 6h, obtains nicotinamide soln;
(8) spraying drying: the nicotinamide soln entering spray-drier that step (7) is obtained carries out drying, granulation, at last granular vitamin PP is packed.
2. the preparation method of vitamin PP according to claim 1 is characterized in that: the sterile air in the described step (1) adopts the process of air-gas-holder-one-level water cooler-second-stage separator-well heater-total filter-minute strainer to prepare sterile air.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210263348.0A CN102776255B (en) | 2012-07-27 | 2012-07-27 | Preparation method of nicotinamide |
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|---|---|---|---|
| CN201210263348.0A CN102776255B (en) | 2012-07-27 | 2012-07-27 | Preparation method of nicotinamide |
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| CN102776255B CN102776255B (en) | 2014-05-14 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104762338A (en) * | 2015-03-17 | 2015-07-08 | 安徽国星生物化学有限公司 | Method of producing nicotinamide by catalysis of rhodococcus |
| CN106367447A (en) * | 2016-08-28 | 2017-02-01 | 山东昆达生物科技有限公司 | Preparation method of nicotinamide |
| CN106755166A (en) * | 2016-12-09 | 2017-05-31 | 江南大学 | The method that HMW engineered strain for nitrile hydratase catalyzes and synthesizes niacinamide |
| CN106906259A (en) * | 2017-02-23 | 2017-06-30 | 浙江兰博生物科技股份有限公司 | The preparation method and its production equipment of a kind of niacinamide |
| CN114686538A (en) * | 2020-12-30 | 2022-07-01 | 杭州唯铂莱生物科技有限公司 | Method for controlling nicotinic acid content in nicotinamide preparation |
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| CN1424402A (en) * | 2002-12-12 | 2003-06-18 | 上海市农药研究所 | Niacinamide production by microbiological catalysis |
| CN1730660A (en) * | 2004-08-05 | 2006-02-08 | 上海市农药研究所 | Microorganism catalytic processes for niacinamide production |
-
2012
- 2012-07-27 CN CN201210263348.0A patent/CN102776255B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1424402A (en) * | 2002-12-12 | 2003-06-18 | 上海市农药研究所 | Niacinamide production by microbiological catalysis |
| CN1730660A (en) * | 2004-08-05 | 2006-02-08 | 上海市农药研究所 | Microorganism catalytic processes for niacinamide production |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104762338A (en) * | 2015-03-17 | 2015-07-08 | 安徽国星生物化学有限公司 | Method of producing nicotinamide by catalysis of rhodococcus |
| CN106367447A (en) * | 2016-08-28 | 2017-02-01 | 山东昆达生物科技有限公司 | Preparation method of nicotinamide |
| CN106755166A (en) * | 2016-12-09 | 2017-05-31 | 江南大学 | The method that HMW engineered strain for nitrile hydratase catalyzes and synthesizes niacinamide |
| CN106755166B (en) * | 2016-12-09 | 2020-03-24 | 江南大学 | Method for catalytically synthesizing nicotinamide by high molecular weight nitrile hydratase engineering bacteria |
| CN106906259A (en) * | 2017-02-23 | 2017-06-30 | 浙江兰博生物科技股份有限公司 | The preparation method and its production equipment of a kind of niacinamide |
| CN106906259B (en) * | 2017-02-23 | 2020-05-05 | 浙江兰博生物科技股份有限公司 | Nicotinamide production facility |
| CN114686538A (en) * | 2020-12-30 | 2022-07-01 | 杭州唯铂莱生物科技有限公司 | Method for controlling nicotinic acid content in nicotinamide preparation |
| CN114686538B (en) * | 2020-12-30 | 2023-09-29 | 杭州唯铂莱生物科技有限公司 | Control method for nicotinic acid content in nicotinamide preparation |
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|---|---|
| CN102776255B (en) | 2014-05-14 |
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