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4-BROMO-2-METHOXY-PHENYLAMINE

Product Name
4-BROMO-2-METHOXY-PHENYLAMINE
CAS No.
59557-91-4
Chemical Name
4-BROMO-2-METHOXY-PHENYLAMINE
Synonyms
4-BROMO-2-METHOXYANILINE;2-Methoxy-4-bromoaniline;4-bromo-o-anisidine;Meta Bromo Anisidine;2-Amino-5-bromoanisole;4-bromo-2-mehtoxyaniline;4-Bromo-2-methoxyaniline 99%;4-Bromo-2-methoxyaniline >4-bromo-2-methoxyAniline,98%;4-BROMO-2-METHOXY-PHENYLAMINE
CBNumber
CB1431988
Molecular Formula
C7H8BrNO
Formula Weight
202.05
MOL File
59557-91-4.mol
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4-BROMO-2-METHOXY-PHENYLAMINE Property

Melting point:
59 °C
Boiling point:
250.4±20.0 °C(Predicted)
Density 
1.531±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Soluble in methanol.
pka
3.83±0.10(Predicted)
form 
solid
color 
White to Orange to Green
InChI
InChI=1S/C7H8BrNO/c1-10-7-4-5(8)2-3-6(7)9/h2-4H,9H2,1H3
InChIKey
WRFYIYOXJWKONR-UHFFFAOYSA-N
SMILES
C1(N)=CC=C(Br)C=C1OC
CAS DataBase Reference
59557-91-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-43-52
Safety Statements 
36/37
RIDADR 
UN2811/6.1/IIIPG
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
2922290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
796611
Product name
4-Bromo-2-methoxyaniline
Packaging
1g
Price
$47.2
Updated
2023/06/20
TCI Chemical
Product number
A2027
Product name
4-Bromo-2-methoxyaniline
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$23
Updated
2025/07/31
TCI Chemical
Product number
A2027
Product name
4-Bromo-2-methoxyaniline
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$77
Updated
2025/07/31
TCI Chemical
Product number
A2027
Product name
4-Bromo-2-methoxyaniline
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$232
Updated
2025/07/31
TRC
Product number
B687565
Product name
4-Bromo-2-methoxyaniline
Packaging
1g
Price
$50
Updated
2021/12/16
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4-BROMO-2-METHOXY-PHENYLAMINE Chemical Properties,Usage,Production

Chemical Properties

Black particles

Uses

4-Bromo-2-methoxyaniline is used as a reagent in the synthesis of 3,5-diamino-1,2,4-triazole ureas as potent anaplastic lymphoma kinase (ALK) inhibitors. It is also used as a reagent in the synthesis of chroman-3-amides as potent Rho kinase inhibitors. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 32, p. 1936, 1989 DOI: 10.1021/jm00128a041

Synthesis

90-04-0

59557-91-4

88149-47-7

General procedure for the synthesis of 2-methoxy-4-bromoaniline and 2,4-dibromo-6-methoxyaniline from o-methoxyaniline: o-methoxyaniline (470 mg, 3.60 mmol) was dissolved in dichloromethane (8 mL) and cooled to -10 °C. 2,4,4,6-tetrabromocyclohexanedione (1.56 g, 3.60 mmol) was added slowly under stirring, keeping the reaction temperature below -5 °C. The reaction mixture was gradually warmed to room temperature and stirring was continued overnight. Upon completion of the reaction, the reaction mixture was washed sequentially with 2M sodium hydroxide solution (10 mL) and water (15 mL), then dried over magnesium sulfate, filtered and concentrated to dryness. The residue was separated by silica gel column chromatography (eluent: dichloromethane) and first eluted to give 2,4-dibromo-6-methoxyaniline (90 mg, 9% yield) as a dark brown liquid. Its 1H NMR (400 MHz, CDCl3) data were as follows: δ 3.84 (s, 3H, OCH3), 4.20 (br s, 2H, NH2), 6.83 (d, J = 2.1 Hz, 1H, ArH), 7.19 (d, J = 2.1 Hz, 1H, ArH), which is in accordance with the literature reports. Continued elution gave 4-bromo-2-methoxyaniline (579 mg, 83% yield) as a brown solid with a melting point of 57-59 °C (literature values: 56.5-58 °C and 60-61 °C). Its 1H NMR (400 MHz, CDCl3) data were as follows: δ 3.83 (s, 3H, OCH3), 3.85 (br s, 2H, NH2), 6.60 (d, J = 7.8 Hz, 2H, ArH), and 6.88-6.90 (m, 2H, ArH), which is in accordance with the literature reports. Ref: J.-M. Chretien, F. Zammattio, E. Le Grognec, M. Paris, B. Cahingt, G. Montavon, and J.-P. Quintard, J. Org. Chem. 70 (2005), pp. 2870-2873.

References

[1] Tetrahedron, 2011, vol. 67, # 32, p. 5798 - 5805
[2] Journal of Organic Chemistry, 2005, vol. 70, # 7, p. 2870 - 2873

4-BROMO-2-METHOXY-PHENYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-BROMO-2-METHOXY-PHENYLAMINE Suppliers

Americas 1 China 205 Europe 1 India 16 Japan 1 United Kingdom 4 United States 26 Global 254
Shanghai Raise Chemical Technology Co.,Ltd
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15026594951
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0556-5030632
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rs@raise-chem.com
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China
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Honghanyanxin Pharm
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0551-62626652 19334025048
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sales-honghanyanxin@aliyun.com
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China
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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021-67121385
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Sales-CN@TCIchemicals.com
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ShangHai DEMO Chemical Co.,Ltd
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400-021-7337 2355568890
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Energy Chemical
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Shijiazhuang Sdyano Fine Chemical Co., Ltd.
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0311-89250318 031166536426
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master@sjzsdyn.com
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Wuhan Chemwish Technology Co., Ltd
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86-027-87531808
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sales@chemwish.com
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View Lastest Price from 4-BROMO-2-METHOXY-PHENYLAMINE manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-BROMO-2-METHOXY-PHENYLAMINE 59557-91-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-12-04
Career Henan Chemical Co
Product
4-BROMO-2-METHOXY-PHENYLAMINE 59557-91-4
Price
US $5.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1ton
Release date
2019-08-05

59557-91-4, 4-BROMO-2-METHOXY-PHENYLAMINERelated Search:

DIBROMOBAPTA 4-Bromo-2-trifluoromethoxyaniline 4-BROMO-2-(TRIFLUOROMETHOXY)ACETANILIDE 6-BROMO-BENZOXAZOLINONE 4-BROMO-2-METHOXY-PHENYLAMINE bromchlorenone 2-BROMO-4-METHOXY-PHENYLAMINE 4-BROMO-3-METHOXY-PHENYLAMINE 3-BROMO-5-METHOXY-2,6-DINITRO-BENZOIC ACID METHYL ESTER 2,4-DIBROMO-6-(DIFLUOROMETHOXY)ANILINE 4-BROMO-2-(TRIFLUOROMETHOXY)PHENYL ISOTHIOCYANATE N-(4-BROMO-2-METHOXY-PHENYL)-ACETAMIDE AURORA 4407 AURORA 4459 TIMTEC-BB SBB007586 5-(((4-BROMO-2,5-DIMETHOXYPHENYL)AMINO)METHYLENE)-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE 2-Benzoxazolinone, 6-bromo-5-chloro-3-(3-chloropropyl)- 2-(((4-BROMO-2,5-DIMETHOXYPHENYL)AMINO)METHYLENE)-5,5-DIMETHYLCYCLOHEXANE-1,3-DIONE

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  • Meta Bromo Anisidine
  • 59557-91-4
  • C7H8NOBr
  • C2 to C8
  • Amines
  • Building Blocks
  • C7
  • Chemical Synthesis
  • Ethers
  • New Products for Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Oxygen Compounds
  • Aniline