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CAS No. : | 939-16-2 | MDL No. : | MFCD09029798 |
Formula : | C9H6BrNO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | AGARPHPERRYPRP-UHFFFAOYSA-N |
M.W : | 224.05 | Pubchem ID : | 268338 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With trichlorophosphate In acetonitrile at 20℃; for 3 h; Reflux | To a stirred suspension of 3-bromo-1H-quinolin-2-one (15) (4.16 g, 18.57 mmol) in acetonitrile (30 mL) phosphorus oxychloride (3.42 g, 22.28 mmol) was added dropwise at room temperature. The reaction mixture was refluxed for 3 h. After cooling to room temperature it was poured on crushed ice (70 mL) and the pH was adjusted to 9 with potassium carbonate solution (10percent, 40 mL). The resulting precipitate was filtered off, washed with water and dried in vacuo. The title compound was obtained as a white solid (4.00 g, 89percent), mp 101-103 °C (lit., 34 mp 96-98 °C); 1H NMR (DMSO-d6, 400 MHz) δ 8.95 (s, 1H), 8.03 (d, 1H, J=8.0 Hz), 7.98 (d, 1H, J=8.8 Hz), 7.90-7.84 (m, 1H), 7.74-7.69 (m, 1H); 13C NMR (DMSO-d6, 400 MHz) δ 148.1, 145.4, 142.1, 131.3, 128.1, 127.8, 127.6, 127.2, 115.6; C9H5BrClN (242.50); LCMS (ESI+) m/z 242, 244 [M+H]+; Anal. Calcd for C9H5BrClN (242.50) C, 44.58; H, 2.08; N, 5.78. Found: C, 44.46; H, 2.07; N, 5.79. |