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| | 3,7-Dibromo-1,5-naphthyridine Basic information | | Application |
| Product Name: | 3,7-Dibromo-1,5-naphthyridine | | Synonyms: | 3,7-Dibromo-1,5-naphthyridine;3,7-Dibromo-1,5phthyridine;1,5-Naphthyridine, 3,7-dibromo-;3,7-Dibromo-1,5-naphthyridine ISO 9001：2015 REACH | | CAS: | 17965-72-9 | | MF: | C8H4Br2N2 | | MW: | 287.94 | | EINECS: | | | Product Categories: | | | Mol File: | 17965-72-9.mol |  |
| | 3,7-Dibromo-1,5-naphthyridine Chemical Properties |
| Boiling point | 326.9±37.0 °C(Predicted) | | density | 2.022±0.06 g/cm3(Predicted) | | storage temp. | Store at room temperature | | pka | -0.52±0.30(Predicted) | | Appearance | White to off-white Solid |
| | 3,7-Dibromo-1,5-naphthyridine Usage And Synthesis |
| Application | 3,7-Dibromo-1,5-naphthidine is a pharmaceutical intermediate that can be obtained by brominating 1,5-naphthidine with elemental bromine. 3,7-Dibromo-1,5-naphthidine can be used to prepare an electron transport material. | | Synthesis | General procedure for the synthesis of 3,7-dibromo-1,5-naphthyridine from 1,5-naphthyridine:
1. 1,5-naphthyridine (30.80 g, 236.7 mmol) and sodium acetate (38.83 g, 473.3 mmol) were dissolved in acetic acid (236.7 mL) and heated to 60°C. The mixture was then heated to 60°C. The mixture was then heated to 60°C.
2. a solution of bromine (25.6 mL, 496.9 mmol) in acetic acid (35 mL) was added slowly and dropwise over 30 minutes.
3. the reaction mixture is stirred continuously at 60°C for 22 hours.
4. After completion of the reaction, it was cooled to room temperature, diluted with water (250 mL) and alkalized with 4N aqueous NaOH (300 mL), at which time a beige precipitate was produced.
5. The precipitate was collected by filtration and washed with water, methanol and acetone.
6. The resulting solid (54.7 g) was recrystallized from chloroform (1.36 L) to afford a pure cream colored solid 3,7-dibromo-1,5-naphthyridine (30 g, 44% yield).
Product characterization: 1H NMR (400 MHz, CDCl3) δ 9.08-8.95 (m, 2H), 8.62 (dd, J = 2.2, 0.7 Hz, 1H), 8.46-8.35 (m, 1H), 8.23 (d, J = 8.8 Hz, 1H), 7.79 (d, J = 8.8 Hz, 1H), 7.69 (dd, J = 8.5, 4.3 Hz, 1H). [M + H]+ = 286.9. | | References | [1] Patent: US2014/275548, 2014, A1. Location in patent: Paragraph 0370; 0371 |
| | 3,7-Dibromo-1,5-naphthyridine Preparation Products And Raw materials |
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