JPH0559014A - Method for purifying allantoin - Google Patents
Method for purifying allantoinInfo
- Publication number
- JPH0559014A JPH0559014A JP24273791A JP24273791A JPH0559014A JP H0559014 A JPH0559014 A JP H0559014A JP 24273791 A JP24273791 A JP 24273791A JP 24273791 A JP24273791 A JP 24273791A JP H0559014 A JPH0559014 A JP H0559014A
- Authority
- JP
- Japan
- Prior art keywords
- allantoin
- crude crystals
- water
- crystals
- purifying
- 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.)
- Granted
Links
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 title claims abstract description 124
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 title claims abstract description 62
- 229960000458 allantoin Drugs 0.000 title claims abstract description 62
- 238000000034 method Methods 0.000 title claims description 14
- 239000013078 crystal Substances 0.000 claims abstract description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000460 chlorine Substances 0.000 claims abstract description 16
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 16
- 238000011084 recovery Methods 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract description 11
- 239000007789 gas Substances 0.000 abstract description 10
- 229910001873 dinitrogen Inorganic materials 0.000 abstract description 7
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 11
- 238000001035 drying Methods 0.000 description 11
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 7
- 239000004202 carbamide Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 239000012535 impurity Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 239000003377 acid catalyst Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 239000007810 chemical reaction solvent Substances 0.000 description 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 1
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 229960005215 dichloroacetic acid Drugs 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、アラントインの精製方
法に関する。The present invention relates to a method for purifying allantoin.
【０００２】[0002]
【従来の技術と発明が解決しようとする課題】哺乳動物
の尿中などに存在するアラントインは、外傷治癒促進作
用を有し、工業用殺菌剤などとして使用されている。こ
のアラントインはグリオキシル酸と尿素との反応により
得られる。例えば、特公昭４６−２０９５号公報には、
グリオキシル酸１モルに対して尿素２．５〜４モルを用
い、グリオキシル酸よりも酸性の強い酸性触媒の存在
下、６５〜９５℃で反応させる方法が開示されている。2. Description of the Related Art Allantoin, which is present in urine of mammals and the like, has an action of promoting wound healing and is used as an industrial bactericide. This allantoin is obtained by the reaction of glyoxylic acid and urea. For example, Japanese Patent Publication No. 46-2095 discloses that
A method is disclosed in which 2.5 to 4 mol of urea is used for 1 mol of glyoxylic acid, and the reaction is carried out at 65 to 95 ° C in the presence of an acidic catalyst which is more acidic than glyoxylic acid.
【０００３】一方、アラントインは局方部外品であり規
格値（例えば、純度９８％以上、塩素分４０ｐｐｍ以下
など）が規定されている。そのため、反応により生成し
たアラントインの粗結晶を精製し、規格値に適合させる
必要がある。[0003] On the other hand, allantoin is a non-pharmaceutical product, and standard values (for example, purity of 98% or more, chlorine content of 40 ppm or less) are specified. Therefore, it is necessary to purify the crude crystals of allantoin produced by the reaction and to meet the standard value.
【０００４】前記先行技術文献には、生成したアラント
インの粗結晶を約１５倍量の熱湯中に溶解し冷却する、
再結晶法により、アラントインを精製する方法も開示さ
れている。In the above-mentioned prior art document, the crude crystals of allantoin produced are dissolved in about 15 times the amount of hot water and cooled.
A method for purifying allantoin by a recrystallization method is also disclosed.
【０００５】しかし、再結晶法では、多量の水を使用す
るため、アラントインの収率が８０〜８４％と低い。さ
らに、熱水にアラントインの粗結晶を溶解した後、高温
の水溶液を冷却する必要があるので、溶解及び冷却に長
時間を要し、作業効率が低下する。However, since the recrystallization method uses a large amount of water, the yield of allantoin is as low as 80 to 84%. Further, since it is necessary to cool the high temperature aqueous solution after dissolving the crude crystals of allantoin in hot water, it takes a long time to dissolve and cool, and the working efficiency is lowered.
【０００６】従って、本発明の目的は、アラントインの
粗結晶から高純度のアラントインを簡便かつ収率よく得
ることができる精製方法を提供することにある。[0006] Therefore, an object of the present invention is to provide a purification method capable of obtaining high-purity allantoin from crude crystals of allantoin easily and in a high yield.
【０００７】[0007]
【発明の構成】本発明者らは、アラントインの精製方法
について鋭意検討した結果、アラントインの粗結晶に
は、有機物と無機物とが不純物として含まれ、しかもこ
れらの不純物が結晶中に取り込まれていないことを見い
だした。本発明はこのような知見に基づいてなされたも
のである。DETAILED DESCRIPTION OF THE INVENTION As a result of intensive studies on the method for purifying allantoin, the present inventors have found that crude crystals of allantoin contain organic substances and inorganic substances as impurities, and these impurities are not incorporated in the crystals. I found a thing. The present invention has been made based on such findings.
【０００８】すなわち、本発明は、アラントインの粗結
晶を水に分散させ、回収した後、非反応性ガス気流下、
加熱乾燥するアラントインの精製方法を提供する。That is, according to the present invention, crude crystals of allantoin are dispersed in water and recovered, and then, in a non-reactive gas stream,
Provided is a method for purifying allantoin which is dried by heating.
【０００９】アラントインの粗結晶としては、慣用の方
法、例えば、過マンガン酸カリウムによる尿酸の酸化、
グリオキシル酸又はジクロロ酢酸と尿素との反応などに
より生成した粗結晶が使用できる。アラントインの粗結
晶は、通常、針状晶である。The crude crystals of allantoin are prepared by a conventional method, for example, oxidation of uric acid with potassium permanganate,
Crude crystals produced by the reaction of glyoxylic acid or dichloroacetic acid with urea can be used. The crude crystals of allantoin are usually acicular crystals.
【００１０】アラントインの粗結晶としては、グリオキ
シル酸と尿素との反応による粗結晶を用いるのが工業的
に有利である。この反応において、グリオキシル酸と尿
素との割合は、グリオキシル酸１モルに対して尿素２〜
５モル程度である。反応は、通常、酸触媒の存在下、反
応溶媒中で行なうことができる。酸触媒の種類は特に制
限されないが、例えば、塩酸が繁用される。反応溶媒と
しては、通常、水が使用されるが、反応に悪影響を及ぼ
さない限り、アルコール類、エーテル類などを併用して
もよい。反応は、例えば５０〜１００℃程度で行なうこ
とができ、通常３０分〜２４時間程度で終了する。As the crude crystals of allantoin, it is industrially advantageous to use the crude crystals obtained by the reaction of glyoxylic acid and urea. In this reaction, the ratio of glyoxylic acid to urea is 2 to 2 mol of urea to 1 mol of glyoxylic acid.
It is about 5 mol. The reaction can usually be performed in the reaction solvent in the presence of an acid catalyst. The type of acid catalyst is not particularly limited, but, for example, hydrochloric acid is frequently used. Water is usually used as the reaction solvent, but alcohols, ethers and the like may be used in combination as long as the reaction is not adversely affected. The reaction can be carried out, for example, at about 50 to 100 ° C. and is usually completed in about 30 minutes to 24 hours.
【００１１】本発明では、不純物としての構造不明の有
機物と無機物とが結晶中に取り込まれていないことを利
用して、アラントインの粗結晶を水に分散させ、副反応
により生成した有機物および無機物を除去する。これに
より、特に有機物は効率よく除去される。例えば、純度
９５％の粗結晶を水に分散処理して回収すると、純度９
９％以上の結晶が得られる。In the present invention, the fact that organic and inorganic substances of unknown structure as impurities are not incorporated in the crystals is used to disperse the crude crystals of allantoin in water to remove the organic and inorganic substances produced by the side reaction. Remove. As a result, particularly organic substances are efficiently removed. For example, when a crude crystal with a purity of 95% is dispersed in water and collected,
9% or more of crystals are obtained.
【００１２】アラントインの粗結晶に対する水の量は、
分散状態を維持し、作業性を損わない範囲であればよ
く、通常、前記粗結晶に対して２．５〜１２．５倍（重
量比）、好ましくは２．５〜１０倍（重量比）、さらに
好ましくは２．５〜７．５倍（重量比）程度である。The amount of water relative to the crude crystals of allantoin is
It may be in a range that maintains the dispersed state and does not impair workability, and is usually 2.5 to 12.5 times (weight ratio), preferably 2.5 to 10 times (weight ratio) to the crude crystals. ), And more preferably about 2.5 to 7.5 times (weight ratio).
【００１３】前記有機物を除去する場合、分散温度は特
に制限されず、１５〜１００℃程度の範囲内で選択でき
るが、無機物を除去する場合、アラントインの粗結晶
は、温度５０〜１００℃、特に５０〜９０℃程度で水に
分散するのが好ましい。従って、不純物としての無機物
も短時間内に効率よく除去するため、アラントインの粗
結晶を、温度５０〜１００℃で水に分散するのが好まし
い。When removing the organic matter, the dispersion temperature is not particularly limited and can be selected within the range of about 15 to 100 ° C. However, when removing the inorganic matter, the crude crystal of allantoin is at a temperature of 50 to 100 ° C., particularly It is preferable to disperse in water at about 50 to 90 ° C. Therefore, it is preferable to disperse the crude crystals of allantoin in water at a temperature of 50 to 100 ° C. in order to efficiently remove the inorganic substances as impurities in a short time.
【００１４】アラントインの粗結晶の分散時間は、温度
により変化するので一概に決定できないが、アラントイ
ンの溶解を抑制して分散状態を維持できる範囲、例え
ば、１分〜２時間、好ましくは５分〜１時間、さらに好
ましくは１５分〜４５分程度で十分である。なお、高温
で長時間、例えば１００℃で３時間以上放置すると、ア
ラントインが加水分解する虞がある。The dispersion time of the crude crystals of allantoin cannot be unconditionally determined because it varies depending on the temperature, but it is within a range where the dissolution of allantoin can be suppressed and the dispersed state can be maintained, for example, 1 minute to 2 hours, preferably 5 minutes to. One hour, more preferably about 15 minutes to 45 minutes, is sufficient. Note that if left at high temperature for a long time, for example, at 100 ° C. for 3 hours or more, allantoin may hydrolyze.
【００１５】アラントインの粗結晶を水分散させた後、
濾過又はデカンテーションなどの回収操作に供し、残渣
を非反応性ガス気流下、乾燥することにより、高品位の
アラントインが高収率で得られる。乾燥は、常圧又は減
圧下で行なうことができる。減圧乾燥時の減圧度は、例
えば、１０〜１５０Torr程度で十分である。After the crude crystals of allantoin were dispersed in water,
By subjecting to a recovery operation such as filtration or decantation, and drying the residue under a non-reactive gas stream, high-quality allantoin can be obtained in high yield. Drying can be performed under normal pressure or reduced pressure. The degree of pressure reduction during the reduced pressure drying is, for example, about 10 to 150 Torr.
【００１６】非反応性ガスとは、アラントインに対して
不活性なガスを意味し、窒素、ヘリウム、アルゴンなど
の通常の不活性ガスの他、二酸化炭素、空気なども含ま
れる。好ましい非反応性ガスには窒素などが含まれる。
非反応性ガスの流量は、除去効率を損わない範囲であれ
ばよく、例えば、アラントイン１００ｇに対して、１〜
５０Ｌ／Ｈｒ、好ましくは２〜２０Ｌ／Ｈｒ程度であ
る。また、乾燥は加熱下で行なうのが好ましい。乾燥温
度は、５０〜１５０℃、好ましくは５０〜１００℃程度
である。乾燥時間は、温度に応じて選択でき、例えば１
〜２４時間、好ましくは３〜２０℃時間程度で十分であ
る。このようにして残渣を乾燥させると、アラントイン
の粗結晶に遊離の塩素として含まれる塩素成分を、非反
応性ガスの気流と共にさらに効率よく除去できる。な
お、塩素成分は、酸触媒として用いる塩酸や原料に起因
する場合が多く、通常、遊離の塩素として存在する。The non-reactive gas means a gas inert to allantoin, and includes ordinary inert gases such as nitrogen, helium and argon as well as carbon dioxide and air. Preferred non-reactive gases include nitrogen and the like.
The flow rate of the non-reactive gas may be in a range that does not impair the removal efficiency, and is, for example, 1 to 100 g of allantoin.
It is about 50 L / Hr, preferably about 2 to 20 L / Hr. Further, it is preferable that the drying is performed under heating. The drying temperature is 50 to 150 ° C, preferably about 50 to 100 ° C. The drying time can be selected according to the temperature, for example, 1
-24 hours, preferably about 3-20 ° C, is sufficient. By drying the residue in this manner, the chlorine component contained as free chlorine in the crude crystals of allantoin can be more efficiently removed together with the flow of the non-reactive gas. The chlorine component is often derived from hydrochloric acid used as an acid catalyst or a raw material, and usually exists as free chlorine.
【００１７】[0017]
【発明の効果】本発明の方法によれば、アラントインの
粗結晶を水に分散させ、回収し、非反応性ガス気流下、
乾燥させるという簡単な操作で、高純度のアラントイン
を収率よく得ることができる。According to the method of the present invention, crude crystals of allantoin are dispersed in water and recovered, and then, under a non-reactive gas stream,
Highly pure allantoin can be obtained in a high yield by a simple operation of drying.
【００１８】[0018]
【実施例】以下に、実施例に基づいて本発明をより詳細
に説明する。EXAMPLES The present invention will be described in more detail based on the following examples.
【００１９】実施例１ ４０重量％のグリオキシル酸水溶液１８５０ｇ（１０モ
ル）に尿素２１００ｇ（３５モル）を溶解し、３５％塩
酸２８６ｇを添加し、混合液を内温８０±１℃で約１時
間４５分間撹拌して反応させた。反応終了後、反応混合
液を１０℃まで冷却し、沈澱物を濾取した。濾滓を水
洗、乾燥し、アラントインの粗結晶１１３０ｇを得た。Example 1 2100 g (35 mol) of urea was dissolved in 1850 g (10 mol) of 40% by weight glyoxylic acid aqueous solution, 286 g of 35% hydrochloric acid was added, and the mixture was heated at an internal temperature of 80 ± 1 ° C. for about 1 hour. The reaction was stirred for 45 minutes. After completion of the reaction, the reaction mixture was cooled to 10 ° C and the precipitate was collected by filtration. The filter cake was washed with water and dried to obtain 1130 g of crude crystals of allantoin.
【００２０】ｍｐ：２１１℃（分解） 純度：９４．６％ 塩素分：０．１５％ 前記アラントインの粗結晶１６６．４ｇ（１モル）を水
５００ｇに添加し、７５℃、懸濁状態で３０分間撹拌し
た。その後、懸濁液を１０℃まで冷却し、濾過した後、
５Ｌ／Ｈｒの窒素ガス気流下、温度８０℃、圧力５０To
rrで８時間乾燥し、アラントインの結晶１４９ｇ（０．
９４モル）を得た。Mp: 211 ° C. (decomposition) Purity: 94.6% Chlorine content: 0.15% 166.4 g (1 mol) of the crude crystal of allantoin was added to 500 g of water, and the suspension was maintained at 75 ° C. for 30 days. Stir for minutes. Then the suspension is cooled to 10 ° C., filtered and
Under nitrogen gas flow of 5 L / Hr, temperature 80 ° C, pressure 50To
After drying for 8 hours at rr, 149 g of allantoin crystals (0.
94 mol) was obtained.
【００２１】ｍｐ：２２５．６℃（分解） 純度：９９．６％ 塩素分：４０ｐｐｍ未満 白色結晶 実施例２ 実施例１で得たアラントインの粗結晶１６６．４ｇ（１
モル）を水７００ｇに添加し、８０℃、懸濁状態で１５
分間撹拌した。その後、懸濁液を１０℃まで冷却し、濾
過した後、実施例１と同様にして乾燥し、アラントイン
の結晶１４４ｇ（０．９１モル）を得た。Mp: 225.6 ° C. (decomposition) Purity: 99.6% Chlorine content: less than 40 ppm White crystals Example 2 Crude crystals of allantoin obtained in Example 1 166.4 g (1
Mol) to 700 g of water, and the suspension is maintained at 80 ° C for 15
Stir for minutes. Then, the suspension was cooled to 10 ° C., filtered, and then dried in the same manner as in Example 1 to obtain 144 g (0.91 mol) of crystals of allantoin.
【００２２】ｍｐ：２２５．５℃（分解） 純度：９９．７％ 塩素分：４０ｐｐｍ未満 実施例３ １５Ｌ／Ｈｒの窒素ガス気流下、温度７０℃、圧力１０
０Torrで１０時間乾燥する以外、実施例１と同様にして
乾燥し、アラントインの結晶１４８ｇ（０．９３モル）
を得た。Mp: 225.5 ° C. (decomposition) Purity: 99.7% Chlorine content: less than 40 ppm Example 3 Under a nitrogen gas stream of 15 L / Hr, temperature 70 ° C., pressure 10
148 g (0.93 mol) of crystals of allantoin were dried in the same manner as in Example 1 except that the drying was performed at 0 Torr for 10 hours.
Got
【００２３】ｍｐ：２２５．４℃ 純度：９９．１％ 塩素分：４０ｐｐｍ未満 実施例４ 実施例１に従って合成したアラントインの粗結晶を乾燥
させることなく湿結晶のまま処理した。すなわち、湿結
晶１９８ｇ（アラントインを１モル含む）を、実施例１
と同様にして、水に分散させ、濾過した後、窒素ガス気
流下で乾燥することにより、アラントインの結晶１４８
ｇ（０．９３モル）を得た。Mp: 225.4 ° C. Purity: 99.1% Chlorine content: less than 40 ppm Example 4 Crude crystals of allantoin synthesized according to Example 1 were treated as wet crystals without drying. That is, 198 g of wet crystals (containing 1 mol of allantoin) was used in Example 1
In the same manner as above, the product was dispersed in water, filtered, and then dried under a nitrogen gas stream to give crystals of allantoin 148.
g (0.93 mol) was obtained.
【００２４】ｍｐ：２２５．０℃ 純度：９９．４％ 塩素分：４０ｐｐｍ未満 比較例１ 窒素ガスを吹込むことなく、実施例１と同様にしてアラ
ントインの粗結晶を精製した。Mp: 225.0 ° C. Purity: 99.4% Chlorine content: less than 40 ppm Comparative Example 1 Crude allantoin crystals were purified in the same manner as in Example 1 without blowing nitrogen gas.
【００２５】得量：１５２ｇ（０．９６モル） ｍｐ：２２４．４℃（分解） 純度：９８．９％ 塩素分：２００ｐｐｍ 微黄色結晶 比較例２ 水５００ｇに代えて水２５００ｇを用い、温度７５℃に
代えて２５℃でアラントインの粗結晶を分散すると共
に、窒素ガスを吹込むことなく、実施例１と同様にし
て、アラントインを精製した。Obtained amount: 152 g (0.96 mol) mp: 224.4 ° C. (decomposition) Purity: 98.9% Chlorine content: 200 ppm Light yellow crystals Comparative Example 2 2500 g of water was used instead of 500 g of water, and the temperature was 75. The allantoin crude crystals were dispersed at 25 ° C instead of at 0 ° C, and the allantoin was purified in the same manner as in Example 1 without blowing nitrogen gas.
【００２６】得量：１３６ｇ（０．８６モル） 純度：９９．２％ 塩素分：１２０ｐｐｍ 微黄色結晶 比較例３ 水５００ｇに代えて水２５００ｇを用いると共に、温度
７５〜８０℃でアラントインの粗結晶を完溶させた後、
１０℃に冷却し、生成した沈澱物を濾取した。濾滓を、
比較例１と同様にして乾燥し、アラントインの結晶を得
た。Obtained amount: 136 g (0.86 mol) Purity: 99.2% Chlorine content: 120 ppm Light yellow crystals Comparative Example 3 2500 g of water was used instead of 500 g of water, and crude crystals of allantoin were used at a temperature of 75-80 ° C. After completely dissolving
It was cooled to 10 ° C. and the formed precipitate was collected by filtration. Filter cake
It was dried in the same manner as Comparative Example 1 to obtain crystals of allantoin.
【００２７】得量：１３４ｇ（０．８４モル） ｍｐ：２２５．５℃（分解） 純度：９９．７％ 塩素分：４０ｐｐｍ未満 白色結晶 前記実施例および比較例から明らかなように、アラント
インの粗結晶を水に分散させ、回収し、窒素ガス気流下
で乾燥すると、高純度のアラントインが収率よく得られ
る。Obtained amount: 134 g (0.84 mol) mp: 225.5 ° C. (decomposition) Purity: 99.7% Chlorine content: less than 40 ppm White crystals As is apparent from the above-mentioned Examples and Comparative Examples, crude allantoin was obtained. The crystals are dispersed in water, recovered, and dried under a nitrogen gas stream to obtain high-purity allantoin in good yield.
Claims (4)
回収した後、非反応性ガス気流下、乾燥するアラントイ
ンの精製方法。1. A crude crystal of allantoin is dispersed in water,
A method for purifying allantoin, which is dried in a non-reactive gas stream after recovery.
５〜１２．５倍（重量比）用いる請求項１記載のアラン
トインの精製方法。2. Water is added to the crude crystals of allantoin.
The method for purifying allantoin according to claim 1, which is used 5 to 12.5 times (weight ratio).
水に分散する請求項１又は２記載のアラントインの精製
方法。3. The method for purifying allantoin according to claim 1 or 2, wherein allantoin is dispersed in water at a temperature of 50 to 100 ° C.
請求項１記載のアラントインの精製方法。4. The method for purifying allantoin according to claim 1, wherein the crude crystals of allantoin contain a chlorine component.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3242737A JP2989698B2 (en) | 1991-08-27 | 1991-08-27 | Allantoin purification method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3242737A JP2989698B2 (en) | 1991-08-27 | 1991-08-27 | Allantoin purification method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0559014A true JPH0559014A (en) | 1993-03-09 |
| JP2989698B2 JP2989698B2 (en) | 1999-12-13 |
Family
ID=17093503
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3242737A Expired - Fee Related JP2989698B2 (en) | 1991-08-27 | 1991-08-27 | Allantoin purification method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2989698B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7108622B2 (en) | 2003-11-28 | 2006-09-19 | Tsubakimoto Chain Co. | Roller chain transmission device |
| CN118994024A (en) * | 2024-08-26 | 2024-11-22 | 江苏正大丰海制药有限公司 | Refining method of allantoin |
-
1991
- 1991-08-27 JP JP3242737A patent/JP2989698B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7108622B2 (en) | 2003-11-28 | 2006-09-19 | Tsubakimoto Chain Co. | Roller chain transmission device |
| CN118994024A (en) * | 2024-08-26 | 2024-11-22 | 江苏正大丰海制药有限公司 | Refining method of allantoin |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2989698B2 (en) | 1999-12-13 |
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