Production Method 1

3987-92-6

863886-04-8

172221-28-2

Reaction Conditions

1.1 Reagents: Iodine chloride

Reference

Synthesis of indoles: efficient functionalization of the 7-position

Charrier, Nicolas; et al, Synthesis, 2006, (20), 3467-3477

Production Method 2

1588-83-6

863886-04-8

172221-28-2

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol ;  rt; 16 h, reflux; reflux → rt
2.1 Reagents: Iodine chloride

Reference

Synthesis of indoles: efficient functionalization of the 7-position

Charrier, Nicolas; et al, Synthesis, 2006, (20), 3467-3477

Methyl 4-amino-3-chloro-5-nitrobenzoate Raw materials

• 4-Amino-3-nitrobenzoic acid
• Methyl 4-amino-3-nitrobenzoate

Methyl 4-amino-3-chloro-5-nitrobenzoate Preparation Products

• Methyl 4-amino-3-chloro-5-nitrobenzoate (863886-04-8)
• methyl 4-amino-3-iodo-5-nitrobenzoate (172221-28-2)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Nitrobenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Nitrobenzoic acids and derivatives

Methyl 4-amino-3-chloro-5-nitrobenzoate (CAS No. 863886-04-8): A Comprehensive Overview

Methyl 4-amino-3-chloro-5-nitrobenzoate, identified by its chemical abstracts service number CAS No. 863886-04-8, is a significant compound in the field of pharmaceutical and chemical research. This compound, with the molecular formula C?H?ClN?O?, has garnered attention due to its versatile applications in synthetic chemistry and potential roles in drug development. The structural features of Methyl 4-amino-3-chloro-5-nitrobenzoate, including its amino, chloro, and nitro substituents, make it a valuable intermediate in the synthesis of various bioactive molecules.

The< strong>Methyl 4-amino-3-chloro-5-nitrobenzoate molecule exhibits a unique set of chemical properties that make it useful in multiple research domains. The presence of both electron-donating and electron-withdrawing groups enhances its reactivity, allowing for diverse functionalization strategies. This characteristic is particularly beneficial in medicinal chemistry, where such compounds are often employed as building blocks for more complex drug molecules.

Recent advancements in the field of computational chemistry have highlighted the importance of< strong>Methyl 4-amino-3-chloro-5-nitrobenzoate in virtual screening and drug design. Its structural motifs are frequently found in known pharmacophores, making it a promising candidate for further exploration. Researchers have utilized molecular modeling techniques to predict the binding interactions of this compound with various biological targets, including enzymes and receptors. These studies have provided valuable insights into its potential therapeutic applications.

In the realm of synthetic organic chemistry, Methyl 4-amino-3-chloro-5-nitrobenzoate serves as a versatile intermediate. Its nitro and chloro groups can be selectively reduced or displaced, enabling the construction of diverse molecular frameworks. This flexibility has been exploited in the synthesis of heterocyclic compounds, which are known for their broad spectrum of biological activities. The compound's ability to undergo nucleophilic substitution reactions makes it particularly useful in constructing complex scaffolds essential for drug discovery.

One of the most intriguing aspects of Methyl 4-amino-3-chloro-5-nitrobenzoate is its role in the development of novel antimicrobial agents. The nitro group, while traditionally associated with oxidizing properties, can also contribute to the antimicrobial activity when incorporated into specific molecular architectures. Recent studies have demonstrated that derivatives of this compound exhibit promising activity against resistant bacterial strains. This has spurred further investigation into optimizing its structure for enhanced efficacy and reduced toxicity.

The< strong>Methyl 4-amino-3-chloro-5-nitrobenzoate compound's significance extends beyond antimicrobial applications. It has also been explored as a precursor in the synthesis of advanced materials and functional dyes. The nitro group's ability to absorb light at specific wavelengths makes it valuable in photochemical applications. Researchers have leveraged this property to develop novel dyes with applications in optoelectronics and sensors.

The synthesis of< strong>Methyl 4-amino-3-chloro-5-nitrobenzoate involves multi-step organic reactions that highlight the compound's synthetic utility. The process typically begins with the nitration of benzoic acid derivatives followed by chlorination and esterification steps. These transformations showcase the compound's versatility as a synthetic intermediate. The efficiency and scalability of these synthetic routes have made< strong>Methyl 4-amino-3-chloro-5-nitrobenzoate a preferred choice for many research laboratories.

The< strong>CAS No. 863886-04-8 identifier ensures that researchers can reliably source this compound from reputable suppliers while maintaining consistency across different batches. This standardization is crucial for reproducibility in scientific research and industrial applications. The availability of high-purity samples under this CAS number has facilitated numerous studies aimed at elucidating the compound's properties and potential applications.

In conclusion, Methyl 4-amino-3-chloro-5-nitrobenzoate is a multifaceted compound with significant implications in pharmaceutical research, synthetic chemistry, and material science. Its unique structural features and reactivity make it a valuable tool for developing new drugs, materials, and dyes. As research continues to uncover new applications for this compound, its importance is likely to grow further, solidifying its role as a cornerstone in modern chemical innovation.

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