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Chemical Structure| 97-59-6 Chemical Structure| 97-59-6
Chemical Structure| 97-59-6

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Allantoin is a diureide of glyoxylic acid used as a skin conditioning agent.

Synonyms: 5-Ureidohydantoin; NSC 7606; SD 101

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Product Details of Allantoin

CAS No. :97-59-6
Formula : C4H6N4O3
M.W : 158.12
SMILES Code : O=C(N)NC(C(N1)=O)NC1=O
Synonyms :
5-Ureidohydantoin; NSC 7606; SD 101
MDL No. :MFCD00005260
InChI Key :POJWUDADGALRAB-UHFFFAOYSA-N
Pubchem ID :204

Safety of Allantoin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of Allantoin

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 97-59-6 ]

[ 97-59-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 64-19-7 ]
  • [ 97-59-6 ]
  • [ 2207-75-2 ]
YieldReaction ConditionsOperation in experiment
76.10% 3.2Kg potassium hydroxide dissolved in 11.4L water, dissolved after adding 20L reactor,Cooling to 0 ~ 5 ,Add 46g potassium iodide, add 0.9kg allantoin in batches,Stirring dissolved,Temperature control 0 ~ 5 drop 1.8kg bromine to be 9h (according to the different bromine drop time, respectively, as the first 1-8 groups)After completion of the dropwise addition, stirring at 0 to 5 C for 1 hour and raising the temperature to 20 to 25 C for 20 h,HPLC to detect allantoin less than 0.6%, cooling to 0 ~ 5 , dropping acetic acid to adjust the pH to 5, filtration, 3L0 ~ 5 water washing, 1L room temperature ethanol wash,Dry at room temperature with white oxonate potassium crystalline solid.
  • 2
  • [ 97-59-6 ]
  • [ 2207-75-2 ]
YieldReaction ConditionsOperation in experiment
91.32% With N-Bromosuccinimide; potassium iodide; potassium hydroxide; In water; at 0 - 25℃; for 3h;Darkness; Add allantoin (10.00g, 63.29mmol) to the reaction flask at room temperature and protected from light.Potassium hydroxide (24.81 g, 443.03 mmol), potassium iodide (0.42 g, 2.53 mmol) and purified water (100 mL). After the solid was completely dissolved, the reaction solution was cooled to 0 C.NBS (13.52g, 75.95mmol) was added in portions.The temperature is controlled at 20 25 . After testing,After 3h of reaction,The temperature was lowered to 0 to 5 C, and the pH was adjusted to 5.5 with glacial acetic acid.The crystals were stirred for 2 hours, filtered with suction, and the filter cake was washed with cold purified water until colorless.After washing with cold absolute ethanol (20mL), vacuum dry at 50 ,Derived otiracil potassium, yield 91.32%,HPLC detection showed that tR = 14.727min was oltiracil potassium, purity was 99.968%, and maximum single impurity was 0.012%.
 

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