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CAS No. : | 190367-58-9 | MDL No. : | MFCD20701380 |
Formula : | C9H10ClNO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | GRLIJZQYYIKCEQ-UHFFFAOYSA-N |
M.W : | 199.63 | Pubchem ID : | 10679509 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | 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 |
---|---|---|
44% | The obtained crudely purified product of <strong>[190367-57-8]methyl 4-chloro-2-methyl-3-nitrobenzoate</strong> (14.6 g, purity 33%) was dissolved in ethyl acetate (500 mL) and methanol (50 mL), tin(IV) chloride (2.30 g, 382 mmol) was added, and the mixture was heated under reflux for 3 days. The reaction solution was cooled to room temperature, ethyl acetate (500 mL) and saturated aqueous sodium hydrogen carbonate solution were added, and the mixture was filtered through celite. The filtrate was extracted with ethyl acetate, the extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/20) to give the title compound (5.60 g, 44%). 1H-NMR (DMSO-d6) δ: 2.24, (3H, s), 3.77 (3H, s), 5.28 (2H, br s), 6.89 (1H, d, J = 8.4 Hz), 7.16 (1H, d, J = 8.4 Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 1.) HNO3, 2.) HCl / 1.) 0 - 5 deg C, 1 h, 2.) reflux, 6 h 2: 70 percent / H2 / Raney-Ni / methanol / 3 h / 45 °C / 760 Torr |