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CAS No. : | 53848-17-2 | MDL No. : | MFCD04039885 |
Formula : | C7H8BrN | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | LDUCMSVRKKDATH-UHFFFAOYSA-N |
M.W : | 186.05 | Pubchem ID : | 2756250 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
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 |
---|---|---|
96% | at 220℃; for 0.666667 h; microwave irradiation | To a solution of 2-bromo-6-methylaniline (126 μL, 1 mmol) in dry NMP (3 mL) was added CuCN (197 mg, 2.2 mmol). The mixture was irradiated in a microwave at 220° C. for 40 minutes, cooled to room temperature and poured into a mixture of ammonia (50percent w/v, 10 mL) and ice. The mixture was stirred for 30 min and the product was extracted with dichloromethane (3*20 mL). The organic layers were combined, washed with water and brine, dried over MgSO4 and concentrated. The crude material was purified on silica gel (50percent EtOAc/hexanes) to yield a brown oil that crystallized on standing (128 mg, 96percent). 1H NMR (400 MHz, DMSO-d6) δ 2.08 (s, 3H), 5.68 (bs, 2H), 6.51-6.55 (t, 1H), 7.17-7.19 (d, 1H), 7.22-7.24 (dd, 1H). MS 133 (MH+). |