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Description
TCI D3858 4,5-Diaminopyrimidine is a heterocyclic building block consisting of a pyrimidine ring that carries two neighbouring amino groups at the four and five positions. This vicinal diamine arrangement on a nitrogen-containing aromatic ring is precisely what makes the compound a classic starting material for the construction of fused ring systems. In synthetic laboratories, it is recognised as a gateway to purine skeletons and imidazopyrimidine derivatives — structural families that form the backbone of many important biological molecules, including nucleic acid bases, nucleosides, and the various analogues studied for therapeutic purposes.
The property that makes this material a preferred choice is the ability of the two adjacent amino groups to react simultaneously with a single one-carbon reagent, such as formic acid, an orthoester, an aldehyde, or an acyl derivative, closing a five-membered ring directly onto the pyrimidine framework. Annulation reactions of this type proceed in few steps and give good yields, saving both time and material. In addition, the nucleophilic character of the amino groups permits acylation, sulfonylation, and Schiff base formation whenever a researcher wishes to modify the molecule without carrying out cyclisation.
In Indonesian laboratories, this building block is typically used in organic synthesis and medicinal chemistry research groups at universities and research institutions, as well as in laboratories developing nucleoside and heterocyclic analogues. It is normally handled on a small scale at the bench, weighed out for multi-step synthetic routes, and consumed in reactions monitored by routine chromatographic and spectroscopic techniques. Its reliability as a defined heterocyclic intermediate makes it a practical stock item for groups that regularly build fused nitrogen ring systems.
Laboratory Applications
- Purine scaffold synthesis — the vicinal 4,5-diamine pattern closes directly onto a one-carbon reagent to form the imidazole ring fused to pyrimidine, giving the purine core in few steps.
- Imidazopyrimidine derivative preparation — annulation with aldehydes, orthoesters, or acyl derivatives builds the fused five-membered ring efficiently, making this compound a direct entry point to that structural family.
- Nucleic acid base and nucleoside analogue research — because purine skeletons underpin nucleobases and nucleosides, this building block supports the preparation of analogues studied for biological and therapeutic interest.
- Medicinal chemistry intermediate work — the compound provides a defined heterocyclic starting point for multi-step routes toward candidate molecules built on nitrogen-rich fused ring frameworks.
- Selective amino group derivatisation — the nucleophilic amino groups undergo acylation, sulfonylation, and Schiff base formation, allowing structural modification of the pyrimidine without proceeding to ring closure.
Specifications
- Brand: TCI
- CAS number: 13754-19-3
- Product code: D3858
- Chemical name: 4,5-Diaminopyrimidine
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the required quantity when ordering
- Storage: keep the container tightly closed in a cool, dry, well-ventilated place
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated area, away from heat sources, direct sunlight, and incompatible reagents such as strong oxidising agents and strong acids. Keep the material in its original supplier container, or in a clean, chemically resistant, well-sealed glass or plastic container that is clearly labelled with the compound name and CAS number. Handle the solid in a fume hood and avoid generating dust during weighing and transfer. Use standard personal protective equipment, including safety goggles, gloves, and a laboratory coat, and wash hands thoroughly after handling. Close the container promptly after use, and follow institutional procedures for waste collection and disposal. Consult the manufacturer's safety data sheet before first use.
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