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CAS No. : | 22353-35-1 | MDL No. : | MFCD00160299 |
Formula : | C5H4ClN3O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QVPFLVIBWRFJDL-UHFFFAOYSA-N |
M.W : | 173.56 | Pubchem ID : | 18988853 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-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 |
---|---|---|
64% | With N-chloro-succinimide; In toluene; at 80.0℃; for 1.0h;Inert atmosphere; | Under an Ar atmosphere, N-chlorosuccinimide (0.53 g,3.95 mmol) was added to a solution of compound 1 (0.50 g,3.59 mmol) in anhydrous toluene (7.18 mL). The resulting reactionmixture was stirred at 80 C for 1 h. The reaction mixture wascooled to room temperature and 15 mL of H2O was added to thismixture. It was then extracted with EtOAc, washed with sat.NaHCO3 solution, brine, concentrated under vacuum, and purifiedby column chromatography (KANTO 60 N, Hex/EtOAc = 80/20 to60/40) to give a yellow solid 2a (0.40 g, 2.30 mmol, 64%). 1HNMR (500 MHz, DMSO-d6) d (ppm) 8.84 (d, J = 2.5 Hz, 1H), 8.35(d, J = 2.5 Hz, 1H), 7.91 (brs, 1H). 13C NMR (125 MHz, DMSO-d6) d(ppm) 112.58, 132.14, 135.01, 145.25, 159.75. HRMS (ESI-TOF, m/z) Calcd. for C5H4ClN3O2Na [M+Na]+: 195.9884, 197.9856, Found:195.9878, 197.9847. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With iron; ammonium chloride; In methanol; water; at 80.0℃; for 2.0h; | General procedure: Into a 30-mL flask, compound 2a-c was suspended in MeOH(6.0 mL). A solution of NH4Cl (5.0 equivalent.) in H2O (6.0 mL)was added followed by Fe powder (5.0 equivalents.). The suspensionwas stirred at 80 C for 2 h. which was filtered off at about50 C. The filtrate was concentrated and purified by column chromatography(KANTO 60 N, CH2Cl2/MeOH = 97/3 to 92/8) to give ared solid compound. |
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