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Description
TCI C2952 is 4-Chloro-6-methyl-2-(methylthio)pyrimidine, a heterocyclic building block based on the pyrimidine ring that carries three different functional groups at mutually complementary positions. In organic synthesis laboratories, a compound of this type serves as a starting scaffold that is ready to be elaborated into more complex pyrimidine derivatives. The pyrimidine ring itself is a core motif that appears very frequently in pharmaceutical active ingredients, agrochemical active ingredients, and organic ligands, so the availability of a halogenated building block such as this saves researchers considerable time compared with having to construct the ring from scratch.
The main attraction of this material lies in its graded reactivity pattern. The chlorine atom at position 4 is activated by the pyrimidine ring, so it is readily displaced by amine, alkoxide, or thiolate nucleophiles through nucleophilic aromatic substitution. The methylthio group at position 2 is comparatively inert in the first step, but it can be oxidised to a sulfoxide or sulfone that is a far better leaving group, thereby opening the way to a second, controlled substitution. The methyl group at position 6 provides an additional handle for further functionalisation, and this orthogonal pattern allows synthetic sequences to be planned step by step.
In Indonesian laboratories, this building block fits naturally into university and institutional research groups working on medicinal chemistry, heterocyclic synthesis, and the development of agrochemical candidate compounds. It is typically used at bench scale for exploratory route development, for preparing small compound libraries, and in postgraduate and thesis research where a reliable, well-defined pyrimidine intermediate shortens the path to the target molecule and keeps synthetic routes reproducible between researchers.
Laboratory Applications
- Nucleophilic aromatic substitution studies: the ring-activated chlorine at position 4 is displaced cleanly by amines, alkoxides, or thiolates, making it a dependable substrate for teaching and optimising SNAr conditions.
- Medicinal chemistry intermediate preparation: the pyrimidine core is a recurring motif in pharmaceutical active ingredients, so this scaffold shortens the route from starting material to a drug-like derivative.
- Sequential double functionalisation: after the first substitution, oxidation of the 2-methylthio group to the sulfoxide or sulfone creates a second leaving group for controlled, stepwise elaboration of the ring.
- Agrochemical candidate synthesis: pyrimidine derivatives are common among agrochemical active ingredients, and this halogenated building block gives researchers a ready-made entry point into that chemical space.
- Organic ligand construction: the pyrimidine nitrogen atoms make the ring a useful ligand motif, while the methyl group at position 6 offers an additional handle for further functionalisation.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 17119-73-2
- Chemical name: 4-Chloro-6-methyl-2-(methylthio)pyrimidine
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale catalogue pack sizes; please confirm the packaging option when ordering
- Storage: store according to the conditions stated on the manufacturer's label and Safety Data Sheet
Handling and Storage
Store this reagent in its original tightly closed container in a cool, dry, well-ventilated place away from direct sunlight, heat sources, and incompatible materials, following the storage conditions given on the manufacturer's label and Safety Data Sheet. Amber glass or the supplied original packaging is suitable for keeping the material protected from light and moisture. Handle it inside a fume hood using safety goggles, chemical-resistant gloves, and a laboratory coat, and avoid inhalation of dust or vapour and any contact with skin and eyes. Use clean, dry spatulas to prevent contamination, close the container immediately after weighing, label all sub-samples clearly, and dispose of residues and contaminated materials in accordance with applicable chemical waste procedures. Read the Safety Data Sheet in full before first use.
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