CAS · 116557-46-1
Product Overview
2-amino-6-bromoanisole is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Description: | Yellowish to brown liquid |
|---|---|
| Total purity: | 99% min |
| Water content: | 1.0% max |
| Related substances (HPLC) - 1-bromo-2-methoxy-3-nitrobenzene: | 0.5% max |
| Related substances (HPLC) - 2-amino-6-bromophenol: | 0.5% max |
| Related substances (HPLC) - 2-methoxyaniline: | 0.5% max |
| Any other single impurity: | 0.5% max |
Applications
2-Amino-6-bromoanisole is an important halogenated aromatic amine widely used as a building block in organic synthesis, pharmaceutical research, and agrochemical development. Its structure, which combines an amino group, a bromine atom, and a methoxy substituent on an anisole ring, makes it a highly versatile intermediate for various cross-coupling and substitution reactions such as Suzuki, Buchwald–Hartwig, and Ullmann reactions. In medicinal chemistry, it serves as a precursor for synthesizing bioactive heterocycles, kinase inhibitors, and substituted benzoxazoles or benzothiazoles. It is also employed in the design of intermediates for active pharmaceutical ingredients (APIs) with potential anticancer, antimicrobial, and anti-inflammatory activity. In material science, 2-amino-6-bromoanisole contributes to the development of functionalized aromatic polymers and optoelectronic materials, where controlled substitution patterns influence optical and electronic properties. Additionally, its brominated and aminated functionalities make it suitable for dye intermediates and fine chemical production.
Benefits
The benefits of 2-amino-6-bromoanisole lie in its dual reactivity and structural versatility. The amino group provides nucleophilic reactivity and serves as a convenient site for acylation, alkylation, or condensation reactions, while the bromine atom enables selective carbon–carbon or carbon–nitrogen coupling through well-established catalytic methods. The methoxy group enhances the compound's solubility and influences electron distribution, improving reactivity control in electrophilic and nucleophilic aromatic substitution reactions. Its stability and compatibility with various reagents allow for efficient incorporation into complex molecular frameworks without degradation. The compound's multi-functional nature reduces synthetic steps and enhances yield efficiency, making it a cost-effective and time-saving intermediate. Moreover, its utility across pharmaceuticals, fine chemicals, and materials science underscores its importance in research and industrial synthesis.
Conclusion
2-Amino-6-bromoanisole (CAS 116557-46-1) is a multifunctional aromatic intermediate that combines reactivity, selectivity, and structural adaptability. Its unique combination of amino, bromine, and methoxy groups provides chemists with a flexible platform for constructing complex organic molecules in pharmaceuticals, agrochemicals, and advanced materials. With its broad synthetic applicability and stable performance, it remains an indispensable component in modern organic synthesis and innovation-driven research.
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