2-Amino-4,6-dihydroxypyrimidine
2-Amino-4,6-dihydroxypyrimidine
  • CAS No.:56-09-7
Other grades of this product :
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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