CN1412195A - Methyl alpha-D aminoglucose hydrochloride - Google Patents
Methyl alpha-D aminoglucose hydrochloride Download PDFInfo
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- CN1412195A CN1412195A CN 02138131 CN02138131A CN1412195A CN 1412195 A CN1412195 A CN 1412195A CN 02138131 CN02138131 CN 02138131 CN 02138131 A CN02138131 A CN 02138131A CN 1412195 A CN1412195 A CN 1412195A
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Abstract
The present invention relates to a marine alga biological preparation and its preparation method. It is methyl alpha-D-aminoglucose hydrochloride, and is white crystal or powder at normal temp., and slightly has sweet taste, it is easy to dissolve in water, and is difficult to dissolve in organic solvent, its molecular formula is C7H16O5NCl, its molecualr weight is 279.5. It can promote synthesis of mucoitin of human body, can raise viscosity of related liquor, and is favourable for repairing related bone, and has obvious action of relieving inflammation and stopping pain, also can be used as chemical sy nthesis raw material.
Description
Technical field
The present invention relates to a kind of extra large bath biotechnological formulation and preparation method thereof.
Background technology
The ocean is one of main object of furtheing investigate in recent years, developing, how to utilize the tankage of processing of aquatic products, makes full use of resource, and particularly, the extension product of overseas utilization chitin exploitation in recent years is more active.
Technical scheme
The object of the invention is to provide a kind of extension product of chitin---methyl alpha-D aminoglucose hydrochloride and production method thereof.
The present invention is white crystal or powder at normal temperatures, and is slightly pleasantly sweet, soluble in water, is insoluble in organic solvent, and its molecular formula is C
7H
16O
5NCl, molecular weight 279.5.
The present invention is a kind of marine biological preparation, can promote the synthetic of human body mucopolysaccharide, improves the viscosity of liquid deeply concerned, helps the reparation of cartilage deeply concerned, has tangible anti-inflammatory analgesic action, also is available as the chemical industry synthesis material.
Production method of the present invention is:
A) chitin and excessive hydrochloric acid are carried out acidolysis reaction under 90～95 ℃ of temperature condition;
B) the crude product D-glucosamine hydrochloride that above-mentioned reaction is generated decolours under 68～80 ℃ of temperature condition through water, gac, reduces to the normal temperature press filtration then, gets filtrate;
C) in above-mentioned filtrate, add CH
3OH and inorganic salt catalyst stir and heat up, and carry out back flow reaction under 55～76 ℃ of conditions, reduce to normal temperature, discharging then;
D) above-mentioned reactant is carried out centrifuge washing 3～5 times through organic solvent, be white crystal to product till;
E) under 90～120 ℃ of conditions, the oven dry, to water content below 0.1%;
F) go into bag, packing.
The flow process of aforementioned production method is: chitin acidolysis, decolorization filtering, alkylated reaction, washing, oven dry, finished product packing.
The acidolysis reaction formula:
The alkylated reaction formula:
The acidolysis principle is: be the acidolysis of β-1,4 glycosidic link with chitin earlier, fragment into monose, behind alkylated reaction, make product of the present invention by the physical process processing again.
In order to improve the purity of product of the present invention, the present invention has also carried out recrystallization process, the present invention is before steps d, also can be in the distilled water of twice at least with the reactants dissolved of step c, pumping into the recrystallization still then, is 0.085～0.105Mpa in vacuum tightness, and temperature is under 50～70 ℃ of conditions, carry out vacuum distilling, get crystallisate.
Because acidolysis reaction is the thermo-negative reaction process, it is improper to select as parameter, side reaction easily takes place, and influence the yield and the quality of product.
The present invention is set in 1: 5～7 with the weight ratio of chitin and hydrochloric acid, and reacts under 90～95 ℃ of temperature, makes yield, the quality of the crude product D-glucosamine hydrochloride that acidolysis reaction produces comparatively desirable.
When alkylated reaction, temperature of reaction, selection of catalysts are most important.At first, the boiling point of methyl alcohol is 65 ℃ and improves temperature of reaction, can promote speed of response greatly, if its temperature is too high, when surpassing 70 ℃, methyl alcohol will acutely seethe with excitement, and influences reaction effect, if but temperature of reaction is too low, reaction again can be too slow, not even reaction through repetition test, determines that temperature is 55～76 ℃.
Secondly, common alkylated reaction such as alkylating agent are activities, then reaction is carried out than being easier to, in this way weak alkylating agent then need add acidity or basic catalyst, methyl alcohol is weak alkylating agent, is will fix on 2 in alkylating process to carry out, this just needs to select special alkylating agent, through repetition test, determine that a kind of acidic substance are this catalyst for reaction, effect is very good.
In addition, because it is too fast to heat up, the coking phenomenon is comparatively serious, influences the yield and the quality of crude product D-glucosamine hydrochloride equally.Therefore, the present invention earlier drops into reactor with hydrochloric acid in the acidolysis process, temperature is risen to 30～35 ℃, turn on agitator after, drop into chitin again, and then heat up and reach the temperature of reaction condition.Like this, change, slowly heat up, reduce coking by controlled temperature.
Now, further specify the present invention by following examples:
Step 1: acidolysis
Take by weighing 500kg chitin, 3000kg hydrochloric acid respectively.
Taking by weighing hydrochloric acid is put into reactor, temperature is risen to 30 ℃, turn on agitator drops into reactor to the chitin that takes by weighing, and continues to be warming up to 90 ℃, be incubated and reduce to normal temperature after 3 hours, blowing is to the depickling bucket, by centrifugal, remove the excessive hydrochloric acid of reaction, obtain crude product D-glucosamine hydrochloride.
Step 2: decolorization filtering
Take by weighing above-mentioned reactant crude product D-glucosamine hydrochloride 500kg respectively, distilled water 1000kg, activated carbon 50kg.
Squeeze into distilled water and enter the decolouring still, open cap relief valve, open and stir, and drop into crude product D-glucosamine hydrochloride, when being warming up to 70 ℃, drop into activated carbon, behind the insulation 40min, reduce to normal temperature, press filtration till filter residue does not have material, is got D-glucosamine solution.
Step 3: alkylated reaction
With the sampling of D-glucosamine solution, contain the quality of D-glucosamine in the measuring and calculating solution.
Take by weighing the D-glucosamine solution that contains 500kgD-glucosamine quality respectively, 2500kgCH
3OH, 10gCuCl.
In reactor, be equipped with into the D-glucosamine solution that takes by weighing, add CH
3OH and inorganic salt catalyst CuCl stir and are warming up to 60 ℃, are incubated after 12 hours, reduce to normal temperature, blanking.
Step 4: recrystallization
Take by weighing the reactant of 500kg above-mentioned steps three respectively, i.e. crystalline methyl D-glucosamine hydrochloride, 1000kg distilled water.
Methyl D-glucosamine hydrochloride is dissolved in the distilled water, pumps into the recrystallization still then, control vacuum tightness is at 0.09Mpa, and temperature is 55 ℃, observe have a large amount of crystal to occur in the still after, close cap relief valve, reduce to the normal temperature blowing, and in time the upper strata removed with liquid.
Step 5: washing
Crystallization material behind the recrystallization is put into the whizzer filter bag, add the acetone of 5 times of weight, knead, tie sack, carry out centrifuge washing, 4 times repeatedly, till crystal is white and does not have acetone.
Step 6: oven dry
To wash back work in-process barrelling and be transported to drying room, oven dry is 2 hours in 100 ℃ of drying rooms, makes the product water content less than 0.1%, goes out drying room.
Step 7: go into bag, packing
The product that will go out drying room is put into plastics bag, seal package.
Claims (6)
1, methyl alpha-D aminoglucose hydrochloride is characterized in that being white crystal or powder under the normal temperature, and is slightly pleasantly sweet, soluble in water, is insoluble in organic solvent, and its molecular formula is C
7H
16O
5NCl, molecular weight 279.5.
2, the production method of methyl alpha-D aminoglucose hydrochloride is characterized in that may further comprise the steps:
A) chitin and excessive hydrochloric acid are carried out acidolysis reaction under 90～95 ℃ of temperature condition;
B) the crude product D-glucosamine hydrochloride that above-mentioned reaction is generated decolours under 68～80 ℃ of temperature condition through water, gac, reduces to the normal temperature press filtration then, gets filtrate;
C) in above-mentioned filtrate, add CH
3OH and inorganic salt catalyst stir and heat up, and carry out back flow reaction under 55～76 ℃ of conditions, reduce to normal temperature, discharging then;
D) above-mentioned reactant is carried out centrifuge washing 3～5 times through organic solvent, be white crystal to product till;
E) under 90～120 ℃ of conditions, the oven dry, to water content below 0.1%;
F) go into bag, packing.
3, according to the described production method of claim 2, it is characterized in that before steps d, also can be in the distilled water of twice at least with the reactants dissolved of step c, pump into the recrystallization still then, in vacuum tightness is 0.085～0.105Mpa, temperature is under 50～70 ℃ of conditions, carries out vacuum distilling, gets crystallisate.
4, according to the described production method of claim 3, it is characterized in that the weight ratio of chitin and hydrochloric acid is 1: 5～7 among the step a, earlier hydrochloric acid is put into reactor, temperature is risen to 30～35 ℃, and turn on agitator drops into chitin again, continue to be warming up to temperature of reaction, react.
5,, it is characterized in that among the step b that crude product D-glucosamine hydrochloride and water, activated carbon ratio are 1: 2～3: 0.1～0.2 according to the described production method of claim 3.
6,, it is characterized in that among the step c amount and CH in the filtrate according to the described production method of claim 3
3OH, inorganic salt catalyst ratio are 1: 3～5: 0.02～0.03.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021381313A CN100404542C (en) | 2002-08-14 | 2002-08-14 | Methyl alpha-D aminoglucose hydrochloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021381313A CN100404542C (en) | 2002-08-14 | 2002-08-14 | Methyl alpha-D aminoglucose hydrochloride |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1412195A true CN1412195A (en) | 2003-04-23 |
| CN100404542C CN100404542C (en) | 2008-07-23 |
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ID=4749303
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB021381313A Withdrawn - After Issue CN100404542C (en) | 2002-08-14 | 2002-08-14 | Methyl alpha-D aminoglucose hydrochloride |
Country Status (1)
| Country | Link |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104327128A (en) * | 2014-11-19 | 2015-02-04 | 北大医药重庆大新药业股份有限公司 | Preparation method of glucosamine hydrochloride |
-
2002
- 2002-08-14 CN CNB021381313A patent/CN100404542C/en not_active Withdrawn - After Issue
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104327128A (en) * | 2014-11-19 | 2015-02-04 | 北大医药重庆大新药业股份有限公司 | Preparation method of glucosamine hydrochloride |
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| Publication number | Publication date |
|---|---|
| CN100404542C (en) | 2008-07-23 |
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Granted publication date: 20080723 Effective date of abandoning: 20191126 |