Production Method 1

16588-34-4

86265-88-5

Reaction Conditions

1.1 Reagents: 4,4′-Bipyridinium, 1,1′-diheptyl-, bromide (1:2) Solvents: Water ;  23 °C; 23 °C → 5 °C
1.2 Reagents: Potassium carbonate ,  Sodium dithionite Solvents: Water ;  5 °C; 4 h, 23 °C
2.1 Reagents: Hydrogen bromide Solvents: Water ;  0 °C
2.2 Reagents: Sodium nitrite Solvents: Water ;  0 °C; 30 min
2.3 Reagents: Copper bromide (CuBr) ,  Hydrogen bromide ;  23 °C
2.4 Solvents: Water ;  45 min, 60 °C

Reference

Synthesis and Structure-Activity Relationships of a Novel Series of 2,3,5,6,7,9-Hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-Dioxide KATP Channel Openers: Discovery of (-)-(9S)-9-(3-Bromo-4-fluorophenyl)-2,3,5,6,7,9- hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-Dioxide (A-278637), a Potent KATP Opener That Selectively Inhibits Spontaneous Bladder Contractions

Carroll, William A.; et al, Journal of Medicinal Chemistry, 2004, 47(12), 3163-3179

Production Method 2

77740-83-1

86265-88-5

Reaction Conditions

1.1 Reagents: Hydrogen bromide Solvents: Water ;  0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ;  0 °C; 30 min
1.3 Reagents: Copper bromide (CuBr) ,  Hydrogen bromide ;  23 °C
1.4 Solvents: Water ;  45 min, 60 °C

Reference

Synthesis and Structure-Activity Relationships of a Novel Series of 2,3,5,6,7,9-Hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-Dioxide KATP Channel Openers: Discovery of (-)-(9S)-9-(3-Bromo-4-fluorophenyl)-2,3,5,6,7,9- hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-Dioxide (A-278637), a Potent KATP Opener That Selectively Inhibits Spontaneous Bladder Contractions

Carroll, William A.; et al, Journal of Medicinal Chemistry, 2004, 47(12), 3163-3179

Production Method 3

31928-46-8

86265-88-5

Reaction Conditions

1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Dimethylformamide ;  2 h, rt
1.2 Reagents: Triethylamine Catalysts: Tris(dibenzylideneacetone)dipalladium ;  6 h, 70 °C

Reference

Use of Carbonyldiimidazole as an Activator of Formic Acid in a Tris(dibenzylideneacetone)dipalladium-Catalyzed Formylation of Aryl Iodides

Nadhagopal, Sundar; et al, Synlett, 2023, 34(15), 1809-1813

3-Bromo-4-chlorobenzaldehyde Raw materials

• 4-Chloro-3-nitrobenzaldehyde
• 3-amino-4-chlorobenzaldehyde
• 2-Bromo-1-chloro-4-iodobenzene

3-Bromo-4-chlorobenzaldehyde Preparation Products

• 3-Bromo-4-chlorobenzaldehyde (86265-88-5)

• 1. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 2. Fe3O4 nanoparticle chains with N-doped carbon coating: magnetotactic bacteria assisted synthesis and high-rate lithium storage?
  Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu Yan RSC Adv., 2013,3, 14960-14962
• 3. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 4. Distribution characteristics of nitrogen and the related microbial community in the surface sediments of the Songhua River?
  Congyu Li,Wenfu Wang,Haiyan Wang,Guokai Yan,Weiyang Dong,Zhaosheng Chu,Huan Wang,Yang Chang RSC Adv., 2021,11, 26721-26731
• 5. Fe3O4/Au/Fe3O4 nanoflowers exhibiting tunable saturation magnetization and enhanced bioconjugation
  Feng Shi,Kunping Yan,Mingli Peng,Xiao Cheng,Yanling Luo,Xuemei Chen,V. A. L. Roy,Zuankai Wang Nanoscale, 2012,4, 747-751

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoyl derivatives

Market Research and Analysis of 3-Bromo-4-chlorobenzaldehyde (CAS No. 86265-88-5) in the Chemical-Biomedical Field

3-Bromo-4-chlorobenzaldehyde, identified by the CAS number 86265-88-5, is a significant compound in the chemical and biomedical industries. This compound is widely used in the synthesis of various bioactive molecules, including pharmaceuticals and agrochemicals. Its unique structure, featuring both bromine and chlorine substituents on the benzene ring, makes it a versatile building block in organic synthesis.

The global market for 3-bromo-4-chlorobenzaldehyde has been growing steadily due to increasing demand from the pharmaceutical industry. Recent studies have highlighted its potential as an intermediate in the synthesis of anticancer agents and other therapeutic compounds. Additionally, its application in agrochemicals, particularly in the development of novel pesticides, has further driven market growth.

From a research perspective, 3-bromo-4-chlorobenzaldehyde has been extensively studied for its reactivity under various synthetic conditions. Recent advancements in catalytic methods have enhanced its utility in asymmetric synthesis, making it a valuable tool for researchers in medicinal chemistry.

In terms of market dynamics, key players in the supply chain include major chemical manufacturers and specialty suppliers. The competitive landscape is characterized by both large multinational corporations and niche suppliers catering to specific research needs. Pricing trends indicate a stable market with slight fluctuations based on raw material costs and demand variability.

Looking ahead, the demand for 3-bromo-4-chlorobenzaldehyde is expected to rise with the expansion of personalized medicine and the increasing focus on drug discovery. Furthermore, regulatory developments favoring sustainable chemical practices may influence sourcing strategies for this compound.

In conclusion, 3-bromo-4-chlorobenzaldehyde (CAS No. 86265-88-5) remains a critical component in the chemical-biomedical sector due to its versatility and growing applications across multiple industries. As research continues to uncover new potentials for this compound, its market significance is likely to expand further.

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