2-(Methylthio)naphtho[1,2-d]thiazole TCI M1827

Chemical Identity

CAS No.: 51769-43-8
PubChem: CID 103962·SID 87559056
Formula: C12H9NS2
Molecular weight: 231.3 g/mol
Purity: >98.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-methylsulfanylbenzo[e][1,3]benzothiazole
SMILES: CSC1=NC2=C(S1)C=CC3=CC=CC=C32
InChIKey: NCJSBVUUUHBCQS-UHFFFAOYSA-N

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TCI M1827 2-(Methylthio)naphtho[1,2-d]thiazole is a heterocyclic building block that combines a fused naphthalene framework with a thiazole ring, together with a methylthio group at the second position of the thiazole ring. This fused structure presents an extended aromatic system rich in pi electrons while also containing nitrogen and sulfur atoms that serve as coordination centres. In the laboratory, the compound functions as a versatile precursor for constructing larger molecules, particularly when researchers require an expanded benzothiazole core in order to obtain light absorption and emission properties shifted toward longer wavelengths.

The characteristic that makes this material a preferred choice is the dual role of the methylthio group at position two. That group can act as a good leaving group in nucleophilic aromatic substitution reactions, so it is readily displaced by amines, alkoxides, or thiolates to generate a series of derivatives through one and the same procedure. Once oxidised to the sulfoxide or sulfone, its capability as a leaving group increases further, and under certain conditions it can also be exploited in metal-mediated cross-coupling. The naphtho-fused framework, meanwhile, supplies the rigid, electron-rich backbone that gives the resulting products their distinctive optical behaviour.

In Indonesian laboratories, this building block is typically used in university research groups and institutional synthesis units working on organic materials and heterocyclic chemistry. It suits benchtop-scale exploratory work where a single intermediate needs to be branched into several analogues, as well as teaching and method-development settings in which a reliable, well-defined heterocyclic starting material is needed. Its role is that of a starting point rather than a finished product, so it is generally ordered alongside the reagents required for substitution or oxidation steps.

Related TCI products

Synthesis of substituted thiazole derivatives — the methylthio group at position two is displaced by amines, alkoxides, or thiolates, letting one intermediate serve an entire analogue series under a single procedure.
Preparation of extended fluorophores and optical materials — the naphtho-fused aromatic system shifts absorption and emission toward longer wavelengths compared with a simple benzothiazole core.
Development of coordination compounds and ligand systems — the nitrogen and sulfur atoms within the thiazole ring act as coordination centres for binding studies with metal species.
Oxidation chemistry and leaving-group activation studies — converting the methylthio group to the sulfoxide or sulfone increases its leaving-group capability for more demanding substitution work.
Metal-mediated cross-coupling investigations — under appropriate conditions the position-two substituent can be engaged in cross-coupling, giving access to carbon–carbon bonded derivatives of the fused core.

Brand	TCI (Tokyo Chemical Industry)
CAS number	51769-43-8
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in standard TCI research-scale pack sizes; please confirm the currently listed packaging when ordering
Physical form	—
Storage	store in a cool, dry place in the tightly closed original container

Product code: M1827

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and strong oxidising agents. The original supplier packaging is the most suitable container; if the material is transferred, use clean amber glass with a chemically resistant closure and label it clearly. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and avoid generating dust when weighing the solid. Keep the container closed when not in use to limit moisture uptake, allow refrigerated material to reach room temperature before opening to prevent condensation, and follow the manufacturer's safety data sheet together with institutional waste-disposal procedures.

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