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CAS 37052-78-1

2-Mercapto-5-methoxybenzimidazole TCI M1256

2-Mercapto-5-methoxybenzimidazole TCI M1256

Chemical Identity

CAS No.
37052-78-1
PubChem
CID 665603·SID 87573214
Formula
C8H8N2OS
Molecular weight
180.23 g/mol
Purity
>98.0%(HPLC)(T)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
5-methoxy-1,3-dihydrobenzimidazole-2-thione
SMILES
COC1=CC2=C(C=C1)NC(=S)N2
InChIKey
KOFBRZWVWJCLGM-UHFFFAOYSA-N
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2-Mercapto-5-methoxybenzimidazole is a bifunctional heterocyclic compound that combines a benzimidazole ring with a mercapto group at the 2-position and a methoxy group on the benzene ring. The benzimidazole framework is widely recognised as an important structural motif in medicinal chemistry and coordination chemistry. In the laboratory, this compound serves as a heterocyclic building block: an intermediate that supplies a ready-made molecular core together with reactive groups already in place, so that researchers can construct target structures directly instead of assembling the fused ring system from simpler starting materials.

The characteristic that makes this material so widely used is the presence of three distinct types of reactive site within a single molecule. The mercapto group at the 2-position is strongly nucleophilic and undergoes S-alkylation very readily with benzylic and alkyl halides, giving thioether derivatives in good yield under mildly basic conditions. The benzimidazole nitrogen can be alkylated or can act as a donor atom in the formation of metal complexes. The methoxy group, meanwhile, modulates the electron density of the ring and imparts a distinctive substitution pattern to the final product. The compound also exhibits thiol–thione tautomerism.

In Indonesian laboratories, this building block is typically encountered in university research groups, postgraduate synthesis work, and institutional research units engaged in medicinal chemistry and coordination chemistry programmes. It is used where a benzimidazole core with a defined substitution pattern is required as the starting point of a synthetic route, and where the availability of several orthogonal reactive sites allows a single common intermediate to be diversified into a series of related target compounds.

  • S-Alkylation to thioether derivatives: the nucleophilic 2-mercapto group reacts readily with benzylic and alkyl halides under mildly basic conditions, producing thioether products in good yield.
  • Medicinal chemistry intermediate synthesis: the benzimidazole framework is an established structural motif in medicinal chemistry, making this compound a direct entry point into biologically oriented target molecules.
  • Metal complex preparation: the benzimidazole nitrogen can act as a donor atom, allowing this building block to be used in coordination chemistry studies and complex formation work.
  • N-Alkylation and ring functionalisation: the benzimidazole nitrogen can be alkylated selectively, giving researchers a second reactive handle for elaborating the heterocyclic core.
  • Library synthesis from a common core: three distinct reactive site types in one molecule let a single intermediate be diversified into a series of structurally related target compounds.

Brand TCI
CAS number 37052-78-1
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in the standard research pack sizes offered by TCI for this catalogue item
Physical form —
Storage store according to the conditions stated on the manufacturer's label and safety data sheet
  • Catalogue number: M1256
  • Chemical name: 2-Mercapto-5-methoxybenzimidazole

Store the container tightly closed in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and incompatible materials such as strong oxidising agents. Keep the compound in its original manufacturer's container, or in a clean, clearly labelled amber glass or chemically compatible container if transferred. As with all mercapto-containing compounds, handle in a fume hood to limit exposure to odour and dust, and wear standard laboratory personal protective equipment including a lab coat, safety glasses, and chemically resistant gloves. Weigh out material carefully to avoid generating airborne powder, close the container promptly after use, and consult the manufacturer's safety data sheet before handling, storage, and disposal.

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