180624-08-2

Basic information

• Product Name: 4-bromo-2-iodo-6-nitroaniline
• Synonyms: 4-bromo-2-iodo-6-nitroaniline;4-BroMo-2-iodo-6-nitro-phenylaMine
• CAS NO: 180624-08-2
• Molecular Formula: C₆H₄BrIN₂O₂
• Molecular Weight: 342.91663
• Mol File: 180624-08-2.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-bromo-2-iodo-6-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-2-iodo-6-nitroaniline(180624-08-2)
• EPA Substance Registry System: 4-bromo-2-iodo-6-nitroaniline(180624-08-2)

Safety Data

• Hazardous Substances Data: 180624-08-2(Hazardous Substances Data)

Usage

Uses

4-Bromo-2-iodo-6-nitroaniline is a useful research chemical compound.

Upstream product

• 875-51-4 4-Bromo-2-nitroaniline 
• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 64-19-7 acetic acid 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 861601-15-2 1-bromo-3-iodo-5-nitrobenzene 
• 180624-19-5 4-bromo-2-nitro-6-[2-(trimethylsilyl)ethynyl]aniline 
• 1000289-33-7 (3-bromo-5-iodophenyl)thiourea 
• 1000289-32-6 1-benzoyl-3-(3-bromo-5-iodophenyl)thiourea 

Relevant articles and documents

Total synthesis of kealiiquinone: the regio-controlled strategy for accessing its 1-methyl-4-arylbenzimidazolone core

A practical, concise and straightforward total synthesis of kealiiquinone 1, a naphtho[2,3-d]imidazole alkaloid obtained from the Micronesian marine sponge Leucetta sp. was accomplished. The squaric acid chemistry to construct the 1,4-quinoid ring and the regioselective N-methylation through a benzo[c][1,2,5]selenadiazolium heterocycle are the key features in this report. The full details of the representative approaches involving the different attempted synthetic strategies are also presented. Finally a successful total synthesis of this complex secondary metabolite is described.

Protecting-Group-Free Total Synthesis and Biological Evaluation of 3-Methylkealiiquinone and Structural Analogues

The modular protecting-group-free total synthesis of 3-methylkealiiquinone, an analogue of the marine alkaloid kealiiquinone, was accomplished in seven steps. A regioselectively constructed functionalized arylbenzimidazolone moiety and dimethyl squarate were used as the only two building blocks. A thermal ring expansion via 6π-conrotatory ring closure to build the quinone fragment gave rise to the desired linear analogue of the natural compound along with a nondescribed structurally attractive angular naphtho[1,2-d]imidazole regioisomer. The IC50 values for the compounds were determined on three cancer cell lines.

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Preparation method of 3-acetylindole BRPF1 inhibitor and use of 3-acetylindole BRPF1 inhibitor

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ANTIBACTERIAL COMPOSITIONS

Compounds of formula (I) have antibacterial activity: wherein: m is 0 or 1 ; Q is hydrogen or cyclopropyl; AIk is an optionally substituted, divalent C1-C6 alkylene, alkenylene or alkynylene radical which may contain an ether (-O-), thioether (-S-) or amino (-NR)- link, wherein R is hydrogen, -CN or C1-C3 alkyl; X is -C(=O)NR6-, -S(O)NR6-, -C(=O)O- or -S(=O)O- wherein R6 is hydrogen, optionally substituted C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, -Cyc, or -( C1-C3 alkyl)-Cyc wherein Cyc is optionally substituted monocyclic carbocyclic or heterocyclic having 3-7 ring atoms; Z is N or CH, or CF; R2 and R3 are as defined in the description.

Efficient reagents for the synthesis of 5-, 7-, and 5,7-substituted indoles starting from aromatic amines: Scope and limitations

Upon reaction with IPy2BF4, 4-substituted anilines give regioselectively the corresponding o-iodoanilines in nearly quantitative yield, in a process that can be carried out on a multigram scale. Palladium-catalyzed coupling of the resulting 2-iodoanilines with (trimethylsilyl)acetylene (TMSA), followed by efficient CuI-mediated nitrogen cyclization onto alkynes with concurrent elimination of the TMS substituent, allows a straightforward elaboration of 5-mono- and 5,7-disubstituted indoles from aromatic amines. This new approach to the aforementioned indoles does not requires protective groups on nitrogen at any step and can be adapted for preparing related 7-monosubstituted indoles. Moreover, examples iterating the process are given, allowing bis-annulation and sequential double annulation and resulting in synthesis of benzodipyrroles. Additionally, suitable conditions for iodination of some of the target indoles with IPy2BF4 are discussed.