What Is 3-Chloro-6,11-dihydro-6-methyl-5,5,11-trioxodibenzo[c,f][1,2]thiazepine?

3-Chloro-6,11-dihydro-6-methyl-5,5,11-trioxodibenzo[c,f][1,2]thiazepine (Aladdin SKU: C192424) is a bicyclic heterocyclic compound built around a seven-membered ring containing both sulfur and nitrogen atoms, fused to two benzene rings to form the dibenzo[c,f][1,2]thiazepine core scaffold. The sulfur atom is fully oxidized to the sulfone level (trioxo designation indicating two S=O bonds contributing to the sulfonyl group, with the ring nitrogen also bearing an oxidized sulfonamide linkage), the ring nitrogen carries a methyl substituent (N-methyl, position 6), and a chlorine atom is appended at position 3 on one of the aromatic rings.

This combination of structural features — a rigid bicyclic scaffold, an electrophilic aryl chloride handle, and a sulfonamide moiety — makes the compound a useful intermediate and building block in synthetic organic chemistry, particularly for the construction of more complex heterocyclic architectures relevant to pharmaceutical research. Dibenzothiazepine-related frameworks have appeared in literature exploring central nervous system and other therapeutic targets, though this specific compound is primarily used as a synthetic precursor rather than as a final active pharmaceutical ingredient.

Physical and Chemical Properties

The dibenzo[c,f][1,2]thiazepine core confers significant rigidity and planarity to the molecule, which influences its solubility and handling characteristics. As with many sulfonamide-containing heterocycles, the compound is expected to be a solid at room temperature with limited solubility in water and better solubility in polar aprotic organic solvents such as dimethyl sulfoxide (DMSO), dimethylformamide (DMF), and dichloromethane.

The aryl chloride at position 3 is available for further functionalization via transition-metal-catalyzed cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig, or Negishi couplings), nucleophilic aromatic substitution, or other transformations. The sulfonyl group is a strongly electron-withdrawing moiety that activates the aromatic ring toward nucleophilic substitution and influences the overall electronic character of the scaffold. The N-methyl group on the ring nitrogen eliminates the N-H reactivity at that position, directing synthetic strategy toward the aryl chloride or other positions.

Note: Specific numerical values for melting point, exact molecular weight, and purity specification for SKU C192424 are not provided in the available source material and should be confirmed against the current Aladdin Scientific product datasheet or certificate of analysis (CoA) prior to use.

Storage, Handling, and Safety Considerations

As a general guideline for sulfonamide-containing aromatic heterocycles, this compound should be stored in a cool, dry, well-ventilated location away from incompatible materials such as strong oxidizers, strong bases, and moisture. Storage under inert atmosphere (nitrogen or argon) in a sealed container is recommended to prevent potential degradation or hydrolysis of the sulfonamide linkage over time.

When handling, appropriate personal protective equipment (PPE) should be worn, including laboratory coat, chemical-resistant gloves, and eye protection. Work in a fume hood is advised to prevent inhalation of dust or vapors. As with any novel or insufficiently characterized chemical intermediate, researchers should treat this compound with appropriate caution and consult the current Safety Data Sheet (SDS) available from Aladdin Scientific before use.

Important: Specific GHS hazard classifications, pictograms, and precautionary statements for C192424 are not detailed in the available source material. Always obtain and review the SDS for this specific SKU before working with the compound.

Ordering and Availability from Aladdin Scientific

3-Chloro-6,11-dihydro-6-methyl-5,5,11-trioxodibenzo[c,f][1,2]thiazepine is available from Aladdin Scientific under SKU C192424. To place an order, researchers and procurement personnel can visit the Aladdin Scientific website and search directly by the product name, SKU, or CAS number. Bulk quantities and custom packaging may be available upon request — contact Aladdin Scientific customer service for pricing and lead-time information for non-standard quantities.

For quality assurance, each lot is accompanied by a Certificate of Analysis (CoA) specifying purity, analytical data, and lot-specific information. Researchers are encouraged to download the CoA for their received lot directly from the Aladdin Scientific website using the lot number printed on the product label.