2-Amino-4,6-dihydroxypyrimidine
Synonym(s):2-Amino-4,6-pyrimidinediol
- CAS NO.:56-09-7
- Empirical Formula: C4H5N3O2
- Molecular Weight: 127.1
- MDL number: MFCD00006094
- EINECS: 200-256-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-07-24 18:12:02
What is 2-Amino-4,6-dihydroxypyrimidine?
Description
2-Amino-4,6-dihydroxypyrimidine is a hydroxypyrimidine.
Chemical properties
White Solid
The Uses of 2-Amino-4,6-dihydroxypyrimidine
2-Amino-4,6-dihydroxypyrimidine acts as an intermediate in the production of antimicrobial guanylsulfonamides. It also acts as an intermediate in pharmaceuticals and agrochemicals.
What are the applications of Application
2-Amino-4,6-dihydroxy-pyrimidine is an intermediate in the production of antimicrobial guanylsulfonamides
Definition
ChEBI: 2-Amino-4,6-dihydroxypyrimidine is a hydroxypyrimidine.
Synthesis
The 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.
Properties of 2-Amino-4,6-dihydroxypyrimidine
| 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. |
| pka | 7.45±0.10(Predicted) |
| form | Powder |
| color | Off-white to light pink or light yellow |
| BRN | 510297 |
| CAS DataBase Reference | 56-09-7(CAS DataBase Reference) |
| EPA Substance Registry System | 2-Amino-6-hydroxy-4(1H)-pyrimidinone (56-09-7) |
Safety information for 2-Amino-4,6-dihydroxypyrimidine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 2-Amino-4,6-dihydroxypyrimidine
| InChIKey | AUFJTVGCSJNQIF-UHFFFAOYSA-N |
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