2-BROMO-5-METHOXYANILINE
- Product Name
- 2-BROMO-5-METHOXYANILINE
- CAS No.
- 59557-92-5
- Chemical Name
- 2-BROMO-5-METHOXYANILINE
- Synonyms
- 2-bromo-5-methoxybenzenamine;6-Bromo-m-anisidine;2-BROMO-5-METHOXYANI;4-Bromo-3-amino anisole;2-BROMO-5-METHOXYANILINE;2-Bromo-5-methoxyaniline 97%;2-BroMo-5-Methoxy-phenylaMine;Benzenamine, 2-bromo-5-methoxy-;3-Amino-4-bromoanisole, 6-Bromo-m-anisidine;2-Bromo-5-Methoxyaniline (In HCl salt form)
- CBNumber
- CB8729750
- Molecular Formula
- C7H8BrNO
- Formula Weight
- 202.05
- MOL File
- 59557-92-5.mol
2-BROMO-5-METHOXYANILINE Property
- Melting point:
- 189-190°C
- Boiling point:
- 280.1±20.0 °C(Predicted)
- Density
- 1.531±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 2.11±0.10(Predicted)
- form
- solid
- Appearance
- Brown to black Solid-liquid mixture
- CAS DataBase Reference
- 59557-92-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- HS Code
- 29222990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- CDS020665
- Product name
- 2-Bromo-5-methoxyaniline
- Packaging
- 100 mg
- Price
- $36.7
- Updated
- 2025/07/31
- Product number
- B699813
- Product name
- 2-Bromo-5-methoxyaniline
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 074326
- Product name
- 2-Bromo-5-methoxyaniline
- Purity
- 95+%
- Packaging
- 25g
- Price
- $54
- Updated
- 2021/12/16
- Product number
- OR59916
- Product name
- 2-Bromo-5-methoxyaniline
- Purity
- 97%
- Packaging
- 25g
- Price
- $57
- Updated
- 2021/12/16
- Product number
- FB142429
- Product name
- 2-Bromo-5-methoxyaniline
- Packaging
- 10g
- Price
- $70
- Updated
- 2021/12/16
2-BROMO-5-METHOXYANILINE Chemical Properties,Usage,Production
Uses
2-Bromo-5-methoxyaniline is used as a synthetic material intermediate for the preparation of epidermal growth factor receptor inhibitors, urolithin derivatives and melatonergic ligands. It is also an OLED intermediate for organic electroluminescent devices.
Synthesis
5344-78-5
59557-92-5
1. 4-Bromo-3-nitroanisole (1.71 g, 7.2 mmol, 1 eq.) was dissolved in a solvent mixture of ethanol (7 mL) and water (5 mL). 2. To the above solution was added iron powder (2.00 g, 35.7 mmol, 5 eq.) and ammonium chloride (1.53 g, 28.6 mmol, 4 eq.). 3. The reaction mixture was heated to reflux for 2 hours. 4. Upon completion of the reaction, the black organic phase was extracted with ether (4 x 100 mL). 5. The organic phase was separated to give 2-bromo-5-methoxyaniline in 95% yield as a green solid. 6. 2-Bromo-5-methoxyaniline (1.50 g, 7.4 mmol, 1 eq.), the crude product, was dissolved in concentrated hydrochloric acid (7 mL) at 0 °C. 7. To the above solution was added dropwise an aqueous solution of sodium nitrite (0.5 g, 7.2 mmol, 1 eq.) (5 mL) at 0 °C. 8. Continue stirring for 5 hours at 0 °C to form the diazonium salt. 9. In another flask, treat water (8 mL) with thionyl chloride (2.2 mL, 30.3 mmol, 4 eq.) at 0 °C. 10. Stirring was continued for 1 hour at 0 °C. 11. Wash the aqueous phase with ethyl acetate (6 x 50 mL). 12. Combine the organic phases and dry with magnesium sulfate. 13. The solvent was removed under pressure and the product was purified by column chromatography (n-hexane-ethyl acetate, 5:1) to afford the target product S5 (1.50 g, 46%) as a yellow oil. 14. The Rf value of the product was 0.3 (n-hexane-ethyl acetate, 5:1), which was in agreement with the data reported in the literature.
References
[1] Chemistry - A European Journal, 2017, vol. 23, # 42, p. 9996 - 10000
[2] Journal of Medicinal Chemistry, 1995, vol. 38, # 6, p. 950 - 957
[3] Organic Letters, 2015, vol. 17, # 4, p. 802 - 805
[4] Tetrahedron Letters, 2017, vol. 58, # 48, p. 4559 - 4562
[5] Journal of the American Chemical Society, 1994, vol. 116, # 26, p. 11797 - 11810
2-BROMO-5-METHOXYANILINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-BROMO-5-METHOXYANILINE manufacturers
- Product
- 2-BROMO-5-METHOXYANILINE 59557-92-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-07-11