1-Amino-2,4-dibromonaphthalene manufacturers
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| | 1-Amino-2,4-dibromonaphthalene Basic information |
| Product Name: | 1-Amino-2,4-dibromonaphthalene | | Synonyms: | 1-Amino-2,4-dibromonaphthalene;2,4-Dibromo-1-naphthalenamine;2,4-Dibromo-1-naphtylamine;2,4-Dibromonaphthalene-1-amine;2,4-dibromonaphthalen-1-amine;1-Naphthalenamine, 2,4-dibromo-;2,4-dibromonaphthalen-1-amine1;2,4-Dibromo-1-naphthylamine | | CAS: | 20191-76-8 | | MF: | C10H7Br2N | | MW: | 300.98 | | EINECS: | | | Product Categories: | | | Mol File: | 20191-76-8.mol |  |
| | 1-Amino-2,4-dibromonaphthalene Chemical Properties |
| Melting point | 115 °C | | Boiling point | 369.7±27.0 °C(Predicted) | | density | 1.902±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | -0.22±0.10(Predicted) | | Appearance | Yellow to brown Solid |
| | 1-Amino-2,4-dibromonaphthalene Usage And Synthesis |
| Uses | 2,4-Dibromonaphthalen-1-amine is used as a reactant in the preparation of pyrazoles as inhibitors of macrophage migration inhibitory factor. | | Synthesis | General procedure for the synthesis of 2,4-dibromo-1-aminonaphthalene from 1-naphthylamine: a mixture of 1-naphthylamine (286 mg, 2 mmol), potassium bromide (309 mg, 2.6 mmol), acetic acid (9 mL), water (1 mL), and dichloromethane (5 mL) was added sequentially to a three-necked flask equipped with a condenser and a thermometer. ZnAl-BrO3-LDHs (3.6 g, 3.6 mmol) was slowly added over 15 min in a thermostatically heated magnetic stirring water bath. The reaction temperature was controlled to be 25 °C for 5 h. The reaction was carried out at a constant temperature with magnetic stirring. After completion of the reaction, the reaction mixture was washed with sodium sulfite solution. It was subsequently extracted with dichloromethane (3 × 10 mL), the organic phases were combined and silica gel (200-300 mesh) was added to the organic phase. The organic solvent was removed by distillation under reduced pressure and the residue was purified by column chromatography (eluent was petroleum ether: ethyl acetate = 13:1) to afford 566 mg of the target product 2,4-dibromo-1-aminonaphthalene as a reddish brown solid in 94% yield. | | References | [1] Canadian Journal of Chemistry, 2005, vol. 83, # 2, p. 146 - 149
[2] Patent: CN107417543, 2017, A. Location in patent: Paragraph 0056-0058; 0062
[3] Patent: WO2017/201161, 2017, A1. Location in patent: Paragraph 0215; 0246
[4] Synthetic Communications, 2004, vol. 34, # 24, p. 4597 - 4604
[5] ChemMedChem, 2018, vol. 13, # 11, p. 1092 - 1097 |
| | 1-Amino-2,4-dibromonaphthalene Preparation Products And Raw materials |
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