Ammelide

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

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

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.

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References

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

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