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Description
TCI D4135 4,6-Dichloro-2-(methylsulfonyl)pyrimidine (CAS 4489-34-3) is a heterocyclic building block based on a pyrimidine ring that carries three programmed reaction points at once: two chlorine atoms at positions 4 and 6, together with a methylsulfonyl group at position 2. The pyrimidine ring is one of the most important scaffolds in medicinal chemistry, because it is present in the nucleic acid bases and in many classes of bioactive compounds. This reagent gives researchers a ready-to-use core that can be functionalized step by step, which makes it especially useful for building libraries of pyrimidine derivatives systematically in the laboratory.
The main attraction of this compound lies in the difference in reactivity between its substitution positions. The electron-poor pyrimidine ring allows nucleophilic aromatic substitution to proceed efficiently, while the methylsulfonyl group is an excellent leaving group that can generally be displaced under conditions different from those required for the two chlorine atoms. This difference enables a sequential functionalization strategy: one nucleophile is introduced first at one position, then a second and a third nucleophile follow in later steps. The ability to control the order of substitution in this way is what makes the reagent a preferred choice for chemists designing multi-substituted pyrimidine targets rather than relying on less selective intermediates.
In Indonesian laboratories, this building block is typically used in synthetic organic chemistry and medicinal chemistry research groups at universities, research institutes, and pharmaceutical R&D units. It supports thesis and dissertation work on heterocyclic synthesis, exploratory routes toward bioactive pyrimidine derivatives, and method development for nucleophilic aromatic substitution. Because a single reagent can be elaborated into many analogues, it fits well with research programmes that need to generate structural variety from a limited stock of starting materials.
Laboratory Applications
Sequential nucleophilic aromatic substitution studies — the electron-poor pyrimidine ring and three distinct reaction points let researchers install nucleophiles one at a time under controlled conditions.
Synthesis of multi-substituted pyrimidine derivatives — the two chlorine atoms at positions 4 and 6 provide defined handles for introducing amine, alkoxide, or thiolate nucleophiles in stages.
Medicinal chemistry scaffold exploration — the pyrimidine core is present in nucleic acid bases and many bioactive compound classes, making it a relevant starting framework for analogue design.
Compound library construction — a single ready-to-use core can be elaborated systematically into a family of related pyrimidine derivatives for structure–activity investigations in the laboratory.
Selective displacement method development — the methylsulfonyl group at position 2 is an excellent leaving group, allowing chemists to study and optimise chemoselectivity between the sulfone and chloride positions.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 4489-34-3
Chemical name: 4,6-Dichloro-2-(methylsulfonyl)pyrimidine
Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes: available in standard research-scale packaging as supplied by the manufacturer; please confirm the current pack options when ordering
Storage: keep in a tightly closed original container in a cool, dry, well-ventilated place
Handling and Storage
Store the material in its original tightly closed container in a cool, dry and well-ventilated place, away from moisture, direct sunlight, heat sources, and incompatible substances. Reactive halogenated and sulfone-containing building blocks are best kept in chemically resistant, well-sealed glass containers or the manufacturer's original packaging, and returned promptly to storage after weighing so that atmospheric moisture is not introduced. Handle the compound inside a functioning fume hood using appropriate personal protective equipment, including safety goggles, a laboratory coat, and chemically resistant gloves. Avoid inhalation of dust and contact with skin and eyes. Use clean, dry spatulas and glassware during transfer, keep containers clearly labelled, and dispose of residues and contaminated materials in accordance with institutional chemical waste procedures. Always consult the manufacturer's Safety Data Sheet before use.
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