Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise focused on industry of fine chemicals research and develop, produce and sale. Shandong Huashang Chemical Co., Ltd. is located in Shan Dong Ji Nan China. we have the ability to provide you high quality products. More than 90 % of our products are exported to developed countries and regions such as north America, Europe, Japan, South Korea and the Middle East.
3-Bromo-2,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one
1. Basic Information
Name: 3-Bromo-2,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one
Alias: 3-Bromo-1,3,4,5-tetrahydrobenzo[b]azepin-2-one
CAS No.: 86499-96-9
Molecular Formula: C??H??BrNO
Molecular Weight: 240.09
Category: Brominated benzazepine lactam heterocyclic building block, central nervous system drug intermediate, cross-coupling reaction substrate
2. Physical and Chemical Properties
Physical Properties
- Appearance: Off-white to light beige crystalline powder
- Odor: Faint mild lactam heterocyclic odor
- Solubility: Soluble in DCM, chloroform, THF, DMF, hot ethanol; slightly soluble in cold methanol; insoluble in water, hexane, petroleum ether
- Melting Point: 143–147 ℃
- Density (predicted): 1.52 g/cm3
- Hygroscopy: Non-hygroscopic under normal humidity
- Aqueous property: Neutral solid, stable in neutral water; no hydrolysis at room temperature, slow ring-opening under strong acid/alkali heating
Chemical Properties
- Molecular structure: Fused benzene + seven-membered azepane ring, cyclic lactam carbonyl at C2, reactive aliphatic bromine at C3; contains lactam and C-Br active sites
- Nucleophilic substitution & cross-coupling: C3 bromine can carry out Suzuki, Buchwald, SN2 substitution to introduce aryl, alkyl, amino substituents to construct benzazepine drug skeletons
- Lactam modification: Ring amide N can be alkylated/acylated; carbonyl can be reduced to secondary amine to prepare benzazepine amine derivatives
- Debromination: Catalytic hydrogenation or metal reducing agents remove bromine to get unsubstituted tetrahydrobenzoazepinone
- Thermal stability: Stable below 140 ℃; prolonged heating above melting point causes partial debromination and darkening
- Photostability: Light-sensitive; UV irradiation produces bromine free radicals, powder turns tan
- Compatibility: Compatible with anhydrous organic solvents; incompatible with strong reducing agents, concentrated strong alkali, strong oxidants
3. Main Application Fields
1. CNS Small-Molecule Pharmaceutical Intermediate (Core Application)
Core scaffold for antidepressants, anxiolytics, dopamine/serotonin receptor modulators, antipsychotic APIs; widely used in benzazepine series drug synthesis
2. Synthetic Chemistry Research Reagent
Standard substrate for methodology research of seven-membered nitrogen heterocycle coupling and asymmetric synthesis
3. Organic Optoelectronic Intermediate
Precursor for nitrogen fused-ring fluorescent dyes and organic semiconductor functional materials
4. Chiral Synthetic Building Block
Precursor for chiral benzazepine derivatives via asymmetric reduction of C3 chiral center
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 86499-96-9 |
| Molecular Formula | C??H??BrNO |
| Appearance | Uniform off-white crystal without brown impurities |
| HPLC Purity | Pharma Intermediate Grade ≥98.0% |
| Melting Point | 143–147 ℃ |
| Water Content (KF) | ≤0.20% |
| Residue on Ignition | ≤0.10% |
| Single Unknown Impurity | ≤0.10% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | 10g/100g light-proof aluminum foil vacuum bag, 25kg PE lined fiber drum |
| Storage Condition | Hermetically sealed cool dry warehouse below 25 ℃, full light shielding, isolate reducing agents and alkaline substances |
| Transportation Requirement | Light-sensitive brominated heterocyclic powder, moisture-proof sealed packaging |
| Shelf Life | 24 months under nitrogen vacuum sealed storage |
Safety Warning
Irritant brominated nitrogen heterocyclic crystalline powder. Dust irritates eyes, nasal tract and respiratory mucosa; long-term skin contact causes mild allergic itching. All operations must be carried out in ventilated fume hood with dust-proof respirator, splash-proof goggles and chemical-resistant nitrile gloves. Avoid mixing with strong reducing agents to prevent exothermic debromination and release of bromine vapor. Waste liquid neutralized with dilute acid before discharge; solid waste classified as halogen-containing heterocyclic hazardous waste disposed by licensed professional institutions.
...
Product
