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CAS No. : | 4442-85-7 | MDL No. : | MFCD01734731 |
Formula : | C8H17N | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | HFACYWDPMNWMIW-UHFFFAOYSA-N |
M.W : | 127.23 | Pubchem ID : | 20509 |
Synonyms : |
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Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | 2735 |
Hazard Statements: | H314 | Packing Group: | Ⅲ |
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 |
---|---|---|
50% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20℃; for 16h;Inert atmosphere; | [000447] Synthesis of N-(2-cyclohexylethyl)- 1 1-oxo- 10, 1 1-dihydrodibenzo [b, J] [1, 4jthiazepine-8-carboxamide (545): To a stirred solution of 6 (100 mg, 0.36 mmol) in DMF (6mL) under argon atmosphere were added EDCI.HC1 (105 mg, 0.54 mmol), HOBt (74 mg, 0.54mmol), 2-cyclohexylethan-1-amine 261 (56 mg, 0.44 mmol), and diisopropyl ethyl amine (95 mg, 0.73 mmol) at 0-5 C; warmed to RT and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo. The residue was diluted with water (20 mL), filtered and washed with water (2 x 5 mL) to obtain the crude. The crude was triturated with EtOAc (2 x 5 mL) to afford 545 (70 mg, 50%) as white solid. TLC:5% MeOH/ CH2C12 (R 0.5); 1H-NMR (DMSO-d6, 400 MHz): oe 10.75 (s, 1H), 8.43 (t, J 5.6 Hz, 1H), 7.69-7.62 (m, 3H), 7.56-7.43 (m, 4H), 3.26-3.21 (m, 2H), 1.70-1.58 (m, 5H), 1.40-1.35 (m, 2H), 1.28-1.09 (m, 4H), 0.91-0.83 (m, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52% | With pyridine; In dichloromethane; at 0 - 20℃; for 2h;Inert atmosphere; | [000422] Synthesis of 4-chloro-N-(2-cyclohexylethyl)-3-nitrobenzenesulfonamide (529): Toa stirred solution of 2-cyclohexylethan-1-amine 261 (500 mg, 3.93 mmol) in CH2C12 (10 mL) under inert atmosphere were added pyridine (0.9 mL), 4-chloro-3-nitrobenzenesulfonyl chloride 528 (1 g, 3.93 mmol) at 0 C; warmed to RT and stirred for 2 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (20 mL) and extracted with CH2C12 (2 x 30 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 15% EtOAc/ hexanes to afford compound 529 (1.36 g, 52%) as yellow solid. TLC: 30% EtOAc/ hexanes (R 0.6); 1H-NMR (CDC13, 400 MHz): oe8.33 (s, 1H), 7.97 (d, J 8.4 Hz, 1H), 7.71 (d, J 8.4 Hz, 1H), 4.52 (t, J= 5.6 Hz, 1H), 3.03 (q, 2H), 1.69-1.56 (m, 4H), 1.40-1.35 (m, 2H), 1.28-1.08 (m, 5H), 0.89-0.83 (m, 2H). |
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