|
|
| | 2-Bromo-3-fluoroaniline Basic information |
| | 2-Bromo-3-fluoroaniline Chemical Properties |
| Melting point | 32-34 °C | | Boiling point | 229.8±20.0 °C(Predicted) | | density | 1.670 | | Fp | 94°(201°F) | | refractive index | 1.5830 | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | pka | 1.52±0.10(Predicted) | | form | Crystalline | | color | Off-white | | Water Solubility | Slightly soluble in water. | | InChI | InChI=1S/C6H5BrFN/c7-6-4(8)2-1-3-5(6)9/h1-3H,9H2 | | InChIKey | XZRSXRUYZXBTGD-UHFFFAOYSA-N | | SMILES | C1(N)=CC=CC(F)=C1Br | | CAS DataBase Reference | 111721-75-6(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-36-36/37/38-20/21/22 | | Safety Statements | 9-26-36/37-60 | | RIDADR | 2811 | | WGK Germany | WGK 3 | | Hazard Note | Harmful/Irritant | | HazardClass | 6.1 | | HS Code | 29214200 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 2-Bromo-3-fluoroaniline Usage And Synthesis |
| Chemical Properties | Light yellow liquid | | Uses | 2-Bromo-3-fluoroaniline is used as pharmaceutical intermediate. | | Synthesis Reference(s) | Journal of Heterocyclic Chemistry, 27, p. 2151, 1990 DOI: 10.1002/jhet.5570270755 | | Synthesis | General procedure for the synthesis of 2-bromo-3-fluoroaniline from 2-bromo-3-fluoro nitrobenzene: 2-bromo-1-fluoro-3-nitrobenzene (1.0 g, 5.0 mmol) was dissolved in methanol (50 mL) at 0 °C, and NiCl? (2.2 g, 10 mmol) and NaBH? (0.50 g, 14 mmol) were added sequentially. After the addition was completed, the reaction mixture was stirred at 0 °C for 5 min. Subsequently, the reaction was quenched by the addition of water (20 mL) and extracted with ethyl acetate (20 mL x 3). The organic layers were combined, dried over anhydrous Na?SO? and concentrated under reduced pressure to afford 2-bromo-3-fluoroaniline (600 mg, 70% yield). The product was characterized by 1H NMR (400 MHz, CDCl?): δ 7.07-7.02 (m, 1H), 6.55-6.49 (m, 1H), 4.22 (br s, 2H). | | References | [1] Patent: CN108002976, 2018, A. Location in patent: Paragraph 0045; 0047; 0050; 0051; 0060; 0069
[2] Journal of Organic Chemistry, 2011, vol. 76, # 9, p. 3416 - 3437
[3] Patent: US2007/244159, 2007, A1. Location in patent: Page/Page column 121
[4] Patent: US2011/98311, 2011, A1
[5] Patent: US2015/231142, 2015, A1. Location in patent: Paragraph 1674 |
| | 2-Bromo-3-fluoroaniline Preparation Products And Raw materials |
| Raw materials | Propanamide, N-(2-bromo-3-fluorophenyl)-2-hydroxy-2-methyl--->Acetamide, N-(2-bromo-3-fluorophenyl)-2,2,2-trifluoro--->Benzamide, 2-bromo-3-fluoro--->2-Bromo-3-fluorobenzoyl chloride-->2-BROMO-3-FLUOROPHENYL N,N-DIETHYLCARBAMATE-->2',3',4',5'-TETRAFLUOROACETANILIDE-->7-Fluoroisatin-->2-Bromo-3-fluorobenzoic acid-->2-Amino-3-fluorobenzoic acid-->N-(2-fluorophenyl)-2-(hydroxyimino)acetamide-->2,2,2-Trifluoro-N-(3-fluoro-phenyl)-acetaMide-->2-Bromo-3-fluoronitrobenzene-->3-Fluoroaniline-->2-Fluoroaniline | | Preparation Products | 2-BROMO-1-FLUORO-3-IODOBENZENE-->8-BroMo-2-chloro-7-fluoroquinoline |
|