Production Method 1

88-10-8

863870-81-9

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  3 h, rt
2.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ;  0 °C → -78 °C; 1 h, -78 °C
2.2 Reagents: Hexachloroethane Solvents: Tetrahydrofuran ;  30 min, -78 °C

Reference

Design, synthesis, and evaluation of GLUT inhibitors

Granchi, Carlotta; et al, Methods in Molecular Biology (New York, 2018, 1713, 93-108

Production Method 2

863870-72-8

863870-81-9

Reaction Conditions

1.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C; 0 °C → -78 °C
1.2 30 min, -78 °C
1.3 30 min, -78 °C; -78 °C → rt

Reference

A New and Efficient Synthesis of 4-Functionalized Benzo[b]furans from 2,3-Dihalophenols

Sanz, Roberto; et al, Journal of Organic Chemistry, 2005, 70(16), 6548-6551

Production Method 3

863870-72-8

863870-81-9

Reaction Conditions

1.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ;  0 °C → -78 °C; 1 h, -78 °C
1.2 Reagents: Hexachloroethane Solvents: Tetrahydrofuran ;  30 min, -78 °C

Reference

Design, synthesis, and evaluation of GLUT inhibitors

Granchi, Carlotta; et al, Methods in Molecular Biology (New York, 2018, 1713, 93-108

Production Method 4

88-10-8

863870-81-9

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  10 min, -78 °C; -78 °C → rt; 30 min, rt
1.2 Solvents: Tetrahydrofuran ;  36 h, reflux
2.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C; 0 °C → -78 °C
2.2 30 min, -78 °C
2.3 30 min, -78 °C; -78 °C → rt

Reference

A New and Efficient Synthesis of 4-Functionalized Benzo[b]furans from 2,3-Dihalophenols

Sanz, Roberto; et al, Journal of Organic Chemistry, 2005, 70(16), 6548-6551

Carbamic acid,diethyl-, 3-bromo-2-chlorophenyl ester (9CI) Raw materials

• Diethylcarbamyl chloride
• 3-Bromophenyl Diethylcarbamate

Carbamic acid,diethyl-, 3-bromo-2-chlorophenyl ester (9CI) Preparation Products

• Carbamic acid,diethyl-, 3-bromo-2-chlorophenyl ester (9CI) (863870-81-9)

• 1. Establishment and implications of a characterization method for magnetic nanoparticle using cell tracking velocimetry and magnetic susceptibility modified solutions
  Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
• 2. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 3. Estimation of activation energy for electroporation and pore growth rate in liquid crystalline and gel phases of lipid bilayers using molecular dynamics simulations?
  Amit Kumar Majhi,Subbarao Kanchi,V. Venkataraman,K. G. Ayappa,Prabal K. Maiti Soft Matter, 2015,11, 8632-8640
• 4. Emerging investigator series: heterogeneous reactions of sulfur dioxide on mineral dust nanoparticles: from single component to mixed components?
  Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833
• 5. Enantiocontrolled construction of sistodiolynne, an unusual polyketide from the wood-decay fungus Sistrema raduloides
  Chem. Commun., 1997, 767-768

Carbamic Acid, Diethyl-, 3-Bromo-2-Chlorophenyl Ester (9CI): A Structurally Distinctive Compound in Chemical-Biomedical Research

Carbamic acid, diethyl-, 3-bromo-2-chlorophenyl ester (CAS No: 863870-81-9), is a synthetic organic compound characterized by its unique structural configuration combining an amino carbamate group with a halogen-substituted phenyl ester moiety. This compound has garnered attention in recent years due to its potential applications in pharmaceutical intermediate synthesis and agrochemical formulations. The diethyl carbamate fragment imparts nucleophilic reactivity, while the 3-bromo-2-chlorophenyl ester unit introduces steric and electronic effects that modulate its chemical behavior.

Recent advancements in asymmetric synthesis methodologies have enabled precise control over the stereochemistry of this compound's formation pathways. A 2023 study published in Organic Letters demonstrated a novel palladium-catalyzed cross-coupling approach to synthesize the carbamate ester, achieving >95% yield under mild reaction conditions. This method significantly reduces energy consumption compared to traditional multi-step protocols, aligning with current sustainability trends in chemical manufacturing.

In biomedical research, this compound serves as a versatile building block for designing bioactive molecules targeting specific cellular pathways. Its bromine and chlorine substituents provide opportunities for post-synthetic functionalization through nucleophilic aromatic substitution reactions—a strategy extensively used in drug discovery programs targeting kinase inhibitors and G-protein coupled receptors (GPCRs). Preclinical studies indicate that derivatives of this compound exhibit selective binding affinity for certain epigenetic regulators, suggesting potential applications in cancer epigenetics research.

The physical properties of this compound are critically influenced by its structural features. With a molecular weight of 345.14 g/mol and logP value of 4.1 (calculated via ChemAxon software), it demonstrates favorable lipophilicity for membrane permeation—a key consideration in drug delivery systems design. Recent computational modeling studies using DFT methods revealed unique hydrogen bonding patterns between the carbamate oxygen atoms and surrounding solvent molecules, which may explain its unusual solubility profile in polar aprotic solvents.

In agrochemical applications, the compound's inherent reactivity makes it an ideal precursor for developing novel herbicide formulations with enhanced environmental persistence characteristics. Field trials conducted by Syngenta researchers demonstrated that derivatives synthesized from this core structure exhibit synergistic activity with existing pesticide compounds, reducing application rates by up to 40% without compromising efficacy against broadleaf weeds—a critical advancement in sustainable agriculture practices.

Ongoing investigations focus on optimizing the stereochemical purity of this compound through chiral auxiliary strategies, which could unlock new therapeutic applications requiring precise molecular orientation control. Researchers at MIT's Department of Chemical Engineering recently reported successful enantioselective synthesis using a chiral thiourea catalyst system achieving >98% ee values—a breakthrough that could significantly impact the production costs of chiral pharmaceutical intermediates.

The unique combination of structural features exhibited by carbamic acid, diethyl-, 3-bromo-2-chlorophenyl ester positions it as an essential component in advanced material science applications as well. Its ability to form stable amide linkages under mild conditions has led to its exploration as a crosslinking agent for biodegradable polymer networks used in tissue engineering scaffolds and controlled drug release systems.

Safety data indicates this compound maintains stability under standard laboratory conditions when stored at temperatures below 15°C away from strong acids and bases—a characteristic crucial for maintaining reagent integrity during multi-stage synthesis processes. Environmental fate studies conducted per OECD guidelines confirm rapid aerobic biodegradation (>60% within 14 days), aligning with current regulatory requirements for eco-friendly chemical development.

Current research trajectories suggest promising future developments leveraging this compound's tunable reactivity profile across multiple disciplines—from targeted drug delivery systems utilizing its amphiphilic properties to next-generation photovoltaic materials where its electronic structure offers novel optoelectronic characteristics when incorporated into conjugated polymer frameworks.

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