4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile: FAQs
4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile: FAQs
4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile is a chlorinated pyridinone building block bearing a reactive nitrile group, widely employed as a synthetic intermediate in medicinal chemistry and heterocyclic compound research.
- Chemical Name
- 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
- SKU / Product Code
- C725916
- Core Scaffold
- 2-Oxo-1,2-dihydropyridine (pyridin-2(1H)-one)
- Key Functional Groups
- Chloro (C-4), methyl (C-6), oxo (C-2), carbonitrile (C-3)
- Primary Application
- Synthetic intermediate for heterocyclic and medicinal chemistry research
- Supplier
- Aladdin Scientific
Chemical Identity and Structure
4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile belongs to the pyridinone family of heterocyclic compounds. Its core is a six-membered ring containing one nitrogen atom, with a lactam-type carbonyl at the 2-position (the oxo group) that confers partial aromaticity and tautomeric character. The compound carries four key substituents: a chlorine atom at C-4, a methyl group at C-6, and a carbonitrile (–CN) at C-3, in addition to the ring nitrogen hydrogen. This combination of electron-withdrawing (Cl, CN, C=O) and electron-donating (CH₃) groups makes the ring an attractive platform for nucleophilic aromatic substitution at the C-4 position and for further functionalization of the nitrile group.
Handling, Storage, and Safety
As with most chlorinated heterocyclic nitrile intermediates, standard laboratory precautions should be observed when working with 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile. Use appropriate personal protective equipment including gloves, eye protection, and a lab coat. Work in a well-ventilated fume hood to minimize inhalation exposure to fine particulates or vapors. The compound should be stored in a tightly sealed container, in a cool, dry place, away from moisture and incompatible reagents such as strong bases, strong oxidizers, and reducing agents. For long-term stability, storage at 2–8 °C or as directed on the product label is generally recommended for sensitive heterocyclic solids. Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before use.
Note: Specific melting point, GHS hazard classifications, and exact storage temperature should be confirmed against the current Aladdin Scientific SDS and Certificate of Analysis (CoA) for lot-specific data.
Purity, Grade, and Quality Standards
Aladdin Scientific supplies 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (SKU: C725916) as a research-grade reagent. Purity is confirmed by analytical techniques such as HPLC and NMR, and a Certificate of Analysis (CoA) is available for each production lot upon request. Researchers requiring lot-specific purity data, spectral characterization (¹H NMR, ¹³C NMR, IR, MS), and elemental analysis results should contact Aladdin Scientific customer support or download the CoA directly from the product page. For applications demanding higher purity specifications, please contact the technical team to discuss custom purification options.
Synthetic Applications and Research Use
4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile is valued in synthetic chemistry primarily as a versatile electrophilic building block. The C-4 chlorine is activated toward nucleophilic aromatic substitution (SNAr) by the flanking electron-withdrawing carbonyl and nitrile groups, enabling displacement with amines, thiols, alkoxides, and other nucleophiles to generate diverse 4-substituted pyridinone libraries. The C-3 nitrile group can be hydrolyzed to an amide or carboxylic acid, converted to an amidine, or elaborated into heterocyclic rings via cyclocondensation reactions. These properties make this compound a valuable scaffold for the preparation of biologically active molecules in pharmaceutical discovery programs and agrochemical research.
Ordering and Customer Support
4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile is available from Aladdin Scientific under SKU C725916. To place an order, visit the Aladdin Scientific website, search by product name or SKU, select the desired pack size and quantity, and proceed through the standard checkout process. For bulk quotations, custom pack sizes, or technical inquiries, contact the Aladdin Scientific sales or technical support team directly. Researchers requiring a Safety Data Sheet (SDS), Certificate of Analysis (CoA), or structural confirmation documents may request these through the product page or customer service. Standard shipping conditions apply; please refer to the Aladdin Scientific shipping and delivery policy for regional availability and lead times.
Frequently asked questions
What is the CAS number for 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile?
The CAS registry number for 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile should be confirmed directly from the Aladdin Scientific product page (SKU: C725916) or the Certificate of Analysis, as CAS numbers must be verified against the authoritative registry to ensure accuracy for procurement and regulatory documentation.
Which nucleophiles can displace the chlorine at C-4 in this compound?
The C-4 chlorine is activated by the adjacent C-3 nitrile and C-2 carbonyl groups, making it susceptible to nucleophilic aromatic substitution (SNAr). Primary and secondary amines, thiols, and alkoxides are among the nucleophiles commonly employed in such reactions with activated chloropyridinones. Reaction conditions, solvent choice, and temperature should be optimized empirically for each specific nucleophile.
How should I store 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile to maintain its stability?
Store the compound in a tightly sealed container in a cool, dry environment away from moisture, light, and incompatible materials such as strong bases and oxidizers. Refrigeration at 2–8 °C is generally advisable for long-term storage of heterocyclic nitrile solids. Always verify the recommended storage conditions on the Aladdin Scientific product label and SDS for the specific lot.
What purity grade is available, and how can I obtain a Certificate of Analysis?
Aladdin Scientific supplies this compound as a research-grade reagent with purity confirmed by HPLC and NMR. A lot-specific Certificate of Analysis (CoA) can be obtained by contacting Aladdin Scientific customer service or by downloading it directly from the product page for SKU C725916. For custom purity requirements, contact the technical support team.
Can the nitrile group of this compound be further functionalized?
Yes. The C-3 nitrile group is amenable to a range of transformations common in heterocyclic synthesis, including hydrolysis to an amide or carboxylic acid under acidic or basic aqueous conditions, conversion to an amidine via reaction with ammonia or amines, and incorporation into heterocyclic rings through cyclocondensation with bi-functional nucleophiles such as hydroxylamine or guanidine. Specific reaction conditions should be validated in the laboratory.
References
- Aladdin Scientific product page for 4-Chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, SKU C725916.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 4th ed.; Wiley-Interscience: New York, 1992. (General SNAr reactions of activated haloheterocycles.)
- Kappe, C. O.; Stadler, A. Microwave Synthesis in Heterocyclic Chemistry. Topics in Heterocyclic Chemistry; Springer, 2006. (Nitrile functionalization in heterocyclic building blocks.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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