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| | 4-Bromo-3-chloroaniline Basic information |
| | 4-Bromo-3-chloroaniline Chemical Properties |
| Melting point | 74 °C | | Boiling point | 276.3±20.0 °C(Predicted) | | density | 1.722±0.06 g/cm3(Predicted) | | Fp | >100 °C | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | soluble in Methanol | | pka | 2.84±0.10(Predicted) | | form | powder to crystal | | color | White to Light yellow | | BRN | 1210160 | | InChI | InChI=1S/C6H5BrClN/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2 | | InChIKey | QLYHPNUFNZJXOQ-UHFFFAOYSA-N | | SMILES | C1(N)=CC=C(Br)C(Cl)=C1 | | CAS DataBase Reference | 21402-26-6(CAS DataBase Reference) |
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ALFA
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| | 4-Bromo-3-chloroaniline Usage And Synthesis |
| Chemical Properties | off-white powder | | Uses | 4-Bromo-3-chloroaniline is a precursor or building block in medicine, pesticide and dyestuffs. | | Synthesis | General method: A solution was prepared by dissolving m-chloroaniline (2a or 2b) in DMF as starting material. Subsequently, another solution was prepared by dissolving NBS (92 mmol, 1.0 eq.) in 100 ml DMF. The DMF solution of m-chloroaniline was added dropwise to the DMF solution of NBS at room temperature. After the dropwise addition, the reaction mixture was stirred continuously for 3 hours at room temperature. After completion of the reaction, the reaction mixture was diluted with 500 ml of ethyl acetate and washed with 2 x 150 ml of brine. The organic phase was separated, dried with anhydrous Na2SO4, filtered and concentrated to give 4-bromo-3-chloroaniline (3a or 3b) as a brown solid in 90-92% yield. In another experiment, m-chloroaniline (2a or 2b, 0.8 mmol) was dissolved in a solvent of choice (1 ml) and a solution of NBS (0.8 mmol) in the same solvent (1 ml) was added in batches at room temperature. The reaction progression was monitored by LC-MS/MS and a final mixture containing traces of the dibrominated product was obtained. | | References | [1] Medicinal Chemistry Research, 2016, vol. 25, # 4, p. 539 - 552
[2] Patent: CN107089919, 2017, A. Location in patent: Paragraph 0044; 0045; 0046; 0047
[3] Synthetic Communications, 2009, vol. 39, # 10, p. 1817 - 1824 |
| | 4-Bromo-3-chloroaniline Preparation Products And Raw materials |
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