Ammelide

Ammelide (6-amino-2,4-dihydroxy-1,3,5-triazine) is a triazine and the hydrolysis product of ammeline.

Ammelide

Names
IUPAC name 6-Amino-2,4-dihydroxy-1,3,5-triazine
Other names Ammelid, 2-Amino-1,3,5-triazine-4,6-dione, 2-Amino-4,6-dihydroxy-s-triazine
Identifiers
CAS Number	645-93-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28134
ChemSpider	12064
ECHA InfoCard	100.010.416
KEGG	C08734
PubChem CID	12584
UNII	J604QC4098
CompTox Dashboard (EPA)	DTXSID10214757
InChI InChI=1S/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) Key: YSKUZVBSHIWEFK-UHFFFAOYSA-N InChI=1/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) Key: YSKUZVBSHIWEFK-UHFFFAOYAA
SMILES O=C1NC(=N/C(=O)N1)\N
Properties
Chemical formula	C3H4N4O2
Molar mass	128.09 g/mol
Appearance	white powder
Solubility in water	insoluble
Solubility	soluble in concentrated mineral acids, alkalis and ammonia
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Synthesis

Ammelide can be obtained by heating dicyandiamide with aqueous ammonia at 160−170 °C. It can also be synthesized by heating melam with concentrated sulfuric acid for a short time at 190 °C.

Chemical property

Ammelide forms salts with both acids (hydrochloric acid, nitric acid, sulfuric acid) and bases (sodium hydroxide, ammonium, calcium hydroxide).

Ammelide decomposes at 170 °C with water to form carbon dioxide and ammonia. It can be converted into cyanuric acid by oxidizing agents (e.g. potassium permanganate) or by boiling with acids or alkalis.

References

• B. Bann and S.A. Miller, "Melamines and derivatives of melamine", Chemical Reviews, vol.58, p131-172 (1958).