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Description
TCI D4105 4,6-Dichloro-5-nitropyrimidine, CAS number 4316-93-2, is a heterocyclic building block that carries two chlorine atoms at the 4- and 6-positions together with a nitro group at the 5-position of the pyrimidine ring. In medicinal chemistry laboratories, this compound is one of the most useful starting materials for constructing substituted pyrimidine, purine, and pteridine frameworks. The combination of chloride leaving groups with a strongly electron-withdrawing nitro group makes the ring highly reactive toward nucleophilic aromatic substitution, so a wide range of amines and other nucleophiles can be installed in a stepwise manner.
The property that makes this material particularly valued is its graded reactivity. The first substitution normally proceeds at low temperature, while the second substitution requires more forcing conditions, which allows researchers to install two different nucleophiles on a single scaffold in a controlled fashion. The nitro group at the 5-position not only activates the ring but can also be reduced to an amine, which is then closed onto the adjacent position to form fused ring systems such as purines. This dual role — activation followed by ring-closure chemistry — means a single reagent supports several stages of a synthetic route.
In Indonesian laboratories, the compound is typically used in university and institutional research groups working on medicinal chemistry, heterocyclic synthesis, and the preparation of nucleoside and nucleobase analogues. It is supplied as a solid and is sensitive to moisture and to bases, so dry storage is decisive for maintaining its quality. Because many laboratories in Indonesia operate under warm and humid ambient conditions, careful control of storage and handling is an important part of routine use.
Laboratory Applications
- Nucleophilic aromatic substitution chemistry: the two activated chlorides react readily with amines and other nucleophiles, giving a direct route to substituted pyrimidines under mild conditions.
- Sequential double functionalisation: because the first and second substitutions require different conditions, two distinct nucleophiles can be installed selectively on one pyrimidine core.
- Purine scaffold construction: the 5-nitro group can be reduced to an amine and then cyclised onto an adjacent substituent to build fused purine ring systems.
- Pteridine and fused heterocycle synthesis: the reactive dichloro-nitropyrimidine core serves as the starting framework for annulation routes toward pteridine-type structures.
- Medicinal chemistry library preparation: the graded reactivity allows systematic variation of substituents, making the compound suitable for building analogue series in discovery programmes.
Specifications
- Brand: TCI
- CAS number: 4316-93-2
- Product code: D4105
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in the standard TCI catalogue pack sizes; please confirm the required size when ordering.
- Physical form: solid
- Storage note: keep dry; the material is sensitive to moisture and to bases.
Handling and Storage
Store the container tightly closed in a dry, well-ventilated place, away from moisture, bases, and incompatible reagents. Keep the material in its original tightly sealed container, or transfer it to a clean, dry, well-sealed glass container, and consider secondary protection such as a desiccator for opened stock. Weigh and transfer the solid promptly to limit exposure to humid air, and reseal immediately after use. Handle in a fume hood using standard laboratory personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid generating or inhaling dust. Label all containers clearly and follow the manufacturer's safety data sheet together with local institutional waste-disposal procedures.
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