67616-74-4

Upstream product

• 1208-86-2 N-(4-methoxyphenyl)phenylamine 
• 13037-60-0 1-bromo-2-isothiocyanatobenzene 
• 104-94-9 4-methoxy-aniline 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 615-36-1 2-bromoaniline 

Downstream Products

• 1195791-27-5 C₁₈H₂₀BrN₃O 
• 5398-35-6 benzothiazol-2-yl-(4-methoxyphenyl)amine 

Relevant academic research and scientific papers

Development of (4-methoxyphenyl)-1H-tetrazol-5-amine regioisomers as a new class of selective antitubercular agents

A series of halogenated (4-methoxyphenyl)-1H-tetrazol-5-amine regioisomers (1a-9a, 1b-9b) were synthesized from their corresponding thiourea analogues (1–9). The synthesis pathway was confirmed by an X-ray crystallographic studies of 1a, 1b and 5a. Title derivatives were tested for their in vitro antitubercular activity against standard, “wild-type” and atypical mycobacteria. The highest therapeutic potential was attributed to isomeric N-(bromophenyl)tetrazoles 8a and 9a. Their growth-inhibitory effect against multidrug-resistant Mycobacterium tuberculosis Spec. 210 was 8-16-fold stronger than that of the first-line tuberculostatics. Other new tetrazole-derived compounds were also more or equally effective towards that pathogen comparing to the established pharmaceuticals. Among non-tuberculous strains, Mycobacterium scrofulaceum was the most susceptible to the presence of the majority of tetrazole derivatives. The synergistic interaction was found between 9a and streptomycin, as well as the additivity of both 8a and 9a in pairs with isoniazid, rifampicin and ethambutol. None of the studied compounds displayed antibacterial or cytotoxic properties against normal and cancer cell lines, which indicated their highly selective antimycobacterial effects.

An "on-water" exploration of CuO nanoparticle catalysed synthesis of 2-aminobenzothiazoles

An "on-water" one-pot process has been engineered for the preparation of 2-aminobenzothiazole from ortho-halo (-F, -Cl, -Br and -I) substituted unsymmetrical thioureas. For ortho -I and -Br substrates the reactions afford 2-aminobenzothiazoles under metal free condition promoted by base. However, the relatively inert ortho -Cl and -F substrates undergo intramolecular arylthiolation only in the presence of CuO nanoparticles yielding 2-aminobenzothiazoles. This methodology provides easy access to aminobenzothiazoles utilising even the ortho -Cl and -F substrates. The catalyst is recyclable several times without loss of substantial activity. Other remarkable features include the wide range of functional group tolerance, absence of chromatographic purification (for ortho -I and -Br substrates) and providing moderate to excellent yield of the products under mild conditions, thus rendering the methodology as a highly eco-friendly alternative to the existing methods.

Preparation of 2-azido-1-substituted-1 H-benzo[d]imidazoles using a copper-promoted three-component reaction and their further conversion into 2-amino and 2-triazolyl derivatives

Multicomponent reaction: 2-Azido-1-substituted-1H-benzo[d]imidazoles were prepared using a copper-catalyzed three-component reaction involving 2-bromoaniline derivatives, isothiocyanates, and sodium azide. The reaction conditions were mild and the scope w