Ammelide

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title: "Ammelide" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["triazines", "aromatic-amines"] description: "Chemical compound" topic_path: "general/triazines" source: "https://en.wikipedia.org/wiki/Ammelide" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Chemical compound ::

| Watchedfields = changed | verifiedrevid = 444456809 | ImageFile = Ammelide.png | ImageSize = 150px | ImageName = Structural formula | ImageFile1 = Ammelide-3D-balls.png | ImageName1 = Ball-and-stick model | PIN = 6-Amino-1,3,5-triazine-2,4-diol | OtherNames = Ammelid, 2-Amino-1,3,5-triazine-4,6-dione, 2-Amino-4,6-dihydroxy-s-triazine |Section1={{Chembox Identifiers | Abbreviations = | ChemSpiderID_Ref = | ChemSpiderID = 12064 | InChIKey = YSKUZVBSHIWEFK-UHFFFAOYAA | StdInChI_Ref = | StdInChI = 1S/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) | StdInChIKey_Ref = | StdInChIKey = YSKUZVBSHIWEFK-UHFFFAOYSA-N | CASNo_Ref = | CASNo = 645-93-2 | UNII_Ref = | UNII = J604QC4098 | EINECS = | PubChem = 12584 | SMILES = O=C1NC(=N/C(=O)N1)\N | InChI = 1/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) | RTECS = | MeSHName = | ChEBI_Ref = | ChEBI = 28134 | KEGG_Ref = | KEGG = C08734 |Section2={{Chembox Properties | Formula = C3H4N4O2 | MolarMass = 128.09 g/mol | Appearance = white powder | Density = | MeltingPt = | MeltingPt_notes = | BoilingPt = | BoilingPt_notes = | Solubility = insoluble | SolubleOther = soluble in concentrated mineral acids, alkalis and ammonia | Solvent = | pKa = | pKb = }} |Section7={{Chembox Hazards | MainHazards = | NFPA-H = | NFPA-F = | NFPA-R = | NFPA-S = | FlashPt = | AutoignitionPt = | ExploLimits = | PEL = }}

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.

References

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

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