2-Amino-4,6-dihydroxypyrimidine

2-Amino-4,6-dihydroxypyrimidine
  • CAS No.:56-09-7

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
  3. The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.
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2-Amino-4,6-dihydroxypyrimidine Basic information
Product Name:2-Amino-4,6-dihydroxypyrimidine
Synonyms:2-amino-6-hydroxy-4(1h)-pyrimidinon;2-amino-6-hydroxy-4(1H)-Pyrimidinone;2-AMino-4,6-dioxypyriMidine;2-AMino-6-hydroxy-4(3H)-pyriMidinone;NSC 15920;NSC 18692;2-aMino-6-hydroxypyriMidin-4(3H)-one;2-AMino-4,6-dihydroxypyriMidine, 97+%
CAS:56-09-7
MF:C4H5N3O2
MW:127.1
EINECS:200-256-5
Product Categories:Amines;Aromatics;5-FOA;Bases & Related Reagents;Nucleotides;Heterocycles;PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Nucleotides and Nucleosides;Pyrimidines;Heterocycle-Pyrimidine series
Mol File:56-09-7.mol
2-Amino-4,6-dihydroxypyrimidine Chemical Properties
Melting point >300 °C (lit.)
Boiling point 235.85°C (rough estimate)
density 1.4748 (rough estimate)
refractive index 1.5000 (estimate)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Soluble in Aqueous Alkali.
form Powder
pka7.45±0.10(Predicted)
color Off-white to light pink or light yellow
BRN 510297
InChIKeyAUFJTVGCSJNQIF-UHFFFAOYSA-N
CAS DataBase Reference56-09-7(CAS DataBase Reference)
EPA Substance Registry System2-Amino-6-hydroxy-4(1H)-pyrimidinone (56-09-7)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 24/25-36-26
WGK Germany 1
RTECS UW7361000
TSCA Yes
HS Code 29339900
MSDS Information
ProviderLanguage
2-Aminopyrimidine-4,6-diol English
SigmaAldrich English
ACROS English
ALFA English
2-Amino-4,6-dihydroxypyrimidine Usage And Synthesis
Description2-Amino-4,6-dihydroxypyrimidine is a hydroxypyrimidine.
Chemical PropertiesWhite Solid
UsesIntermediate in the production of antimicrobial guanylsulfonamides.
Uses2-Amino-4,6-dihydroxypyrimidine acts as an intermediate in the production of antimicrobial guanylsulfonamides. It also acts as an intermediate in pharmaceuticals and agrochemicals.
SynthesisThe synthesis of 2-Amino-4,6-dihydroxypyrimidine is as follows:A freshly-prepared sodiummethoxide solution in methanol (25 ml) was added to a round-bottomed flask containing guanidine hydrochloride(15 mmol), stirred for a few minutes, before dimethyl malonate (15 mmol)was slowly added. The mixture was heated under reflux for about 2-3hours. After evaporation of the solvent under reduced pressure, the resultingwhite solid was dissolved in a minimum amount of water and the pH adjusted to 6with 10% HCl. The precipitate obtained was filtered and washed with distilledwater and ethanol, respectively, to obtain pure 2-amino-4,6-pyrimidinediol.(Note: sodium methoxide solution was prepared by addition of small pieces ofsodium metal in methanol).Yield: 85%;solid, m.p. 195-197 °C.
2-Amino-4,6-dihydroxypyrimidine Preparation Products And Raw materials
Raw materialsSodium ethoxide-->Guanidine nitrate
Preparation ProductsBensulfuron methyl-->2,5-Diamino-4,6-dichloropyrimidine-->2-Amino-4,6-dimethoxypyrimidine-->2,5-Diamino-4,6-dihydroxy-pyrimidine

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