4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE]
4-Bromo-2-methoxyaniline
CAS: 59557-91-4
Molecular Formula: C7H8BrNO
4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE] - Names and Identifiers
| Name | 4-Bromo-2-methoxyaniline |
| Synonyms | 4-bromo-o-anisidine 2-Amino-5-bromoanisole 4-Bromo-2-methoxyaniline 4-BROMO-2-METHOXYANILINE 4-Bromo-2-methoxyphenylamine 4-BROMO-2-METHOXY-PHENYLAMINE 4-Bromo-o-anisidine 2-Amino-5-bromoanisole 2-Amino-5-bromoanisole, 4-Bromo-o-anisidine 4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE] |
| CAS | 59557-91-4 |
| EINECS | 200-002-4 |
| InChI | InChI=1/C7H8BrNO/c1-10-7-4-5(8)2-3-6(7)9/h2-4H,9H2,1H3 |
| InChIKey | WRFYIYOXJWKONR-UHFFFAOYSA-N |
4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE] - Physico-chemical Properties
| Molecular Formula | C7H8BrNO |
| Molar Mass | 202.05 |
| Density | 1.531±0.06 g/cm3(Predicted) |
| Melting Point | 59 °C |
| Boling Point | 250.4±20.0 °C(Predicted) |
| Flash Point | 105.2°C |
| Solubility | Soluble in methanol. |
| Vapor Presure | 0.0218mmHg at 25°C |
| Appearance | Bright yellow crystalline powder |
| pKa | 3.83±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Refractive Index | 1.595 |
| MDL | MFCD01204266 |
4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE] - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R43 - May cause sensitization by skin contact R52 - Harmful to aquatic organisms |
| Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN2811/6.1/IIIPG |
| WGK Germany | 3 |
| Hazard Class | 6.1 |
| Packing Group | III |
4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE] - Reference Information
| application | 4-bromo-2-methoxyaniline can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical and pharmaceutical synthesis processes. |
| preparation | the substrate is reacted with CuBr2 in a solvent, and then the bromoaniline is collected from the reaction product. the solvent is selected from hydrochloric acid, tetrahydrofuran, acetonitrile and 1 with a weight concentration of 10-36%, 4 dioxane, ethanol, dichloromethane, toluene, N,N dimethylformamide or ionic liquid, the ionic liquid such as 1 hexyl 3 methylimidazole chloride, 1 isobutyl 3 methylimidazole chloride, 1 pentyl 3 methylimidazole chloride; Preferably, hydrochloric acid, tetrahydrofuran or 1 hexyl 3 methylimidazole chloride with a weight concentration of 25-36%; In the solvent, the content of the substrate is 0.01-0.1 g/ml; the brominated aniline is: 4 bromo 2 methylaniline, 4 bromo 2 methoxyaniline, 4 bromo 2 fluoroaniline preparation, 4 bromo 2 trifluoromethylaniline preparation, 4 bromo 2 nitroaniline, 4 bromo 3 methylaniline, 4 bromo 3 methoxyaniline, 4 bromo 3 fluoroaniline or 4 bromo 3 trifluoromethylaniline, the preparation of 4 bromo 2 methoxyaniline is as follows: in a 500 ml reactor, add 150 ml of 1 hexyl 3 methylimidazole chloride, stir evenly by ultrasonic, then add 67g (0.3 mol) CuBr2, stir evenly by ultrasonic, at this temperature, add 10.7g (0.1 mol) of 2 methoxyaniline, stir for 1 hour, TLC tracking spot shows that the raw material spots disappear. Add 50 ml of ethyl acetate to extract twice, merge the ethyl acetate phase, wash twice with saturated salt water, and dry the ethyl acetate phase with anhydrous Na2SO4. Further recover the solvent to most, add a small amount of petroleum ether, cool, precipitate red crystalline solid, and filter to obtain 19.2 grams of 4 bromo 2 methoxyaniline with 95% yield and 99% purity (HPLC). |
Last Update：2024-04-09 21:01:54
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