Product Overview and Chemical Structure

5-Chloro-2-(chloromethyl)pyrimidine hydrochloride (SKU: C174162) is a salt form of a halogenated pyrimidine that incorporates two distinct reactive chlorine sites on a six-membered nitrogen-containing heterocyclic scaffold. The pyrimidine ring bears a chloro substituent at the 5-position, an electrophilic chloromethyl (–CH2Cl) group at the 2-position, and is supplied as the hydrochloride salt to improve bench stability and ease of handling. The hydrochloride form renders the compound more stable toward moisture than the free base and facilitates accurate weighing. The two chlorine-bearing sites are chemically inequivalent: the ring chlorine at C-5 is activated toward nucleophilic aromatic substitution (SNAr) by the flanking ring nitrogen atoms, while the exocyclic chloromethyl group reacts as a classic benzylic/allylic-type alkylating agent toward nucleophiles such as amines, thiols, and alcohols.

Handling, Safety, and Storage

As a polychlorinated electrophilic reagent, 5-chloro-2-(chloromethyl)pyrimidine hydrochloride should be handled with standard precautions appropriate for reactive halogenated compounds. Personal protective equipment including laboratory coat, nitrile gloves, and eye protection is recommended. Work should be conducted in a well-ventilated fume hood to minimize inhalation exposure. The chloromethyl moiety may act as a mild alkylating agent; therefore, contact with skin and mucous membranes should be avoided. For storage, keep the compound tightly sealed in a cool, dry location away from moisture, heat sources, and incompatible nucleophilic reagents. Refrigeration (2–8 °C) under inert atmosphere is commonly recommended for long-term preservation of reactive chloromethyl-bearing intermediates to prevent hydrolysis of the –CH2Cl group. Always consult the Safety Data Sheet (SDS) provided with the product prior to use.

Review flag: Specific GHS hazard classifications and precise recommended storage temperature for this exact salt form should be confirmed against the official product SDS from Aladdin Scientific.

Synthetic Applications and Reactivity

The bifunctional electrophilic character of 5-chloro-2-(chloromethyl)pyrimidine hydrochloride makes it a versatile building block in medicinal chemistry and pharmaceutical intermediate synthesis. The two reactive sites can be exploited sequentially or selectively depending on reaction conditions:

• Chloromethyl alkylation: The –CH2Cl group reacts with primary and secondary amines, thiols, and other nucleophiles under mild conditions to introduce the chloromethylpyrimidine fragment via N-alkylation or S-alkylation, forming aminomethyl- or thioether-linked pyrimidine conjugates.
• Nucleophilic aromatic substitution (SNAr): The C-5 ring chlorine, activated by the two ring nitrogen atoms, can be displaced by nitrogen-, oxygen-, or sulfur-based nucleophiles under appropriate conditions, enabling construction of 5-substituted pyrimidine derivatives.
• Cross-coupling: The ring C–Cl bond is potentially amenable to palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Negishi), although the chloromethyl group may require protection or selective conditions to avoid side reactions during metal-catalyzed steps.

This compound is particularly useful for generating pharmacophore-rich heterocyclic scaffolds in drug discovery programs targeting kinases, antimicrobial agents, and other bioactive small molecules containing pyrimidine cores.

Ordering and Availability

5-Chloro-2-(chloromethyl)pyrimidine hydrochloride is available from Aladdin Scientific under SKU C174162. Researchers and procurement managers can request pricing, availability, and quantity options directly through the Aladdin Scientific website or by contacting customer service. Custom quantities or bulk orders may be accommodated upon inquiry. When placing an order, please reference the SKU C174162 to ensure the correct salt form and purity specification is supplied. Lead times may vary depending on stock levels and regional distribution; contact Aladdin Scientific for current availability and delivery estimates.

Purity, Specification, and Quality

Aladdin Scientific supplies research-grade reagents intended for laboratory and research use. The purity specification for 5-chloro-2-(chloromethyl)pyrimidine hydrochloride (C174162) should be confirmed on the current Certificate of Analysis (CoA) or product page, as lot-specific analytical data including HPLC purity, NMR characterization, and melting point are provided with each shipment. Researchers requiring high-purity material for sensitive assays or GMP-adjacent workflows should request the CoA prior to use and evaluate whether additional in-house characterization is needed. Storage conditions, retest dates, and lot numbers printed on product labels should be recorded in laboratory notebooks as part of good laboratory practice.

Review flag: Exact purity percentage (e.g., ≥95%, ≥97%) for SKU C174162 is not specified in the source material and should be verified on the official Aladdin Scientific product page or CoA before publication.