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Description
TCI D4659 5,6-Diamino-1,3-diethyluracil Hydrochloride is a heterocyclic intermediate built on a pyrimidinedione (uracil) ring that carries two adjacent amino groups at positions 5 and 6, together with two ethyl groups on the nitrogen atoms at positions 1 and 3, supplied as the hydrochloride salt. The compound is a key precursor for constructing purine and xanthine frameworks in the synthesis laboratory. It is precisely the vicinal diamine pattern on the uracil ring that gives this material its value, because that arrangement allows direct closure of a second ring to give a fused heterocyclic system.
The property that makes this building block a preferred choice is the reactivity of its two neighbouring amino groups, which are ready to condense with carboxylic acids, orthoesters, aldehydes, or other carbonyl derivatives to form a fused imidazole ring, exactly as followed in the classical Traube synthesis leading to xanthine derivatives. The hydrochloride salt form generally offers better storage stability than the free base, since electron-rich aromatic amino groups tend to be susceptible to oxidation; the salt also makes handling and weighing more straightforward. At the same time, the diethyl substituents on both nitrogen atoms fix the substitution pattern of the final product.
In Indonesian laboratories this type of heterocyclic building block is typically used in organic synthesis and medicinal chemistry research groups at universities and research institutes, as well as in R&D units that prepare purine and xanthine analogues on a laboratory scale. It is normally ordered in research quantities for multi-step route development, method optimisation, and the preparation of reference compounds, where a defined intermediate with a fixed substitution pattern shortens the synthetic sequence considerably.
Laboratory Applications
- Traube-type xanthine synthesis: the vicinal 5,6-diamine condenses directly with carboxylic acids or orthoesters to close the imidazole ring of the xanthine core.
- Purine scaffold construction: the pyrimidinedione ring already supplies the six-membered half of the purine system, so only the second ring must be formed.
- Preparation of 1,3-diethyl-substituted analogues: the two N-ethyl groups are already in place, fixing the final substitution pattern without additional alkylation steps.
- Medicinal chemistry exploration around purine and xanthine motifs: a defined intermediate lets researchers vary only the incoming carbonyl partner across a series.
- Fused heterocycle methodology studies: the adjacent amino pair reacts with aldehydes and other carbonyl derivatives, making it a convenient substrate for ring-closure method development.
Specifications
- Brand: TCI
- CAS number: 1785764-26-2
- Catalogue number: D4659
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in laboratory research pack sizes; please confirm the currently offered packaging when ordering
- Chemical form: hydrochloride salt of 5,6-diamino-1,3-diethyluracil
- Storage note: keep in a tightly closed container, protected from air and moisture, in line with the manufacturer's stated storage conditions
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated place, away from light, heat, and sources of ignition, and follow the storage conditions stated by the manufacturer on the label and safety data sheet. Because the aromatic amino groups are prone to oxidation, keep exposure to air and moisture to a minimum; reseal promptly after weighing and consider working under inert atmosphere for sensitive procedures. Use the original tightly sealed container or a clean, chemically compatible, well-labelled vessel for aliquots. Weigh and transfer in a fume hood, wear safety glasses, gloves, and a laboratory coat, avoid inhalation of dust and contact with skin and eyes, and consult the safety data sheet before use and for waste disposal.
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