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Chemical Structure| 64122-23-2 Chemical Structure| 64122-23-2

Structure of 64122-23-2

Chemical Structure| 64122-23-2

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Product Details of [ 64122-23-2 ]

CAS No. :64122-23-2
Formula : C9H8Cl2O3
M.W : 235.06
SMILES Code : O=C(OC)C1=CC(Cl)=CC(Cl)=C1OC
MDL No. :MFCD14704683
InChI Key :WYTVRNKHBROSCB-UHFFFAOYSA-N
Pubchem ID :14877060

Safety of [ 64122-23-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 64122-23-2 ]

* 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.

  • Downstream synthetic route of [ 64122-23-2 ]

[ 64122-23-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 320-72-9 ]
  • [ 77-78-1 ]
  • [ 64122-23-2 ]
  • 2
  • [ 320-72-9 ]
  • [ 74-88-4 ]
  • [ 64122-23-2 ]
YieldReaction ConditionsOperation in experiment
95% With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 24h;Cooling with ice; To a solution of <strong>[320-72-9]3,5-dichlorosalicylic acid</strong> (17, 20.0 g, 0.097 mol)in DMF (150 mL) on an ice water bath were added K2CO3 (32.0 g,0.232 mol) and iodomethane (24.0 mL, 0.384 mol). The resultingmixture was stirred at room temperature for 24 h, and evaporatedto dryness. The residue was partitioned between ether and water.The organic layer was washed with 1 N NaOH solution and brine,dried over anhydrous MgSO4, filtered and evaporated to afford thedesired product 18 as a white solid (21.6 g, 95%). 1H NMR (500 MHz,CDCl3) delta 7.68 (d, J 2.7 Hz, 1H), 7.54 (d, J 2.7 Hz, 1H), 3.93 (s, 3H),3.92 (s, 3H).
95% With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 24h;Cooling with ice; Compound 16. Step A: To a solution of <strong>[320-72-9]3,5-dichlorosalicylic acid</strong> (13, 20.0 g, 0.097mol) in DMF (150 mL) on an ice water bath were added K2C03(32.0 g, 0.232 mol) and iodomethane (24.0 mL, 0.384 mol). The resulting mixture was stirred at room temperature for 24 h, and evaporated to dryness. The residue was partitioned between ether and water. The organic layer was washed with lN NaOH solution and brine, dried over anhydrous MgS04, filtered and evaporated to afford the desired product 14 as a white solid (21.6 g, 95%). NMR (500 MHz, CDCI3) 87.68 (d, J = 2.7 Hz, iH), 7.54 (d, J = 2.7 Hz, iH), 3.93 (s, 3H), 3.92 (s, 3H).. Step B: A solution of CH3I (1.33 mL, 21.3 mmol) in ether (10 mL) was added dropwise to a stirred magnesium turning (0.51 g, 21.2 mmol) in ether (5 mL) to maintain a gentle reflux. After stirred for 0.5 h at room temperature, pyrrole (1.50 mL, 21.6 mmol) was added dropwise to maintain a gentle reflux. The resulting mixture was refluxed for 0.5 h and cooled to room temperature. To the pyrrylmagnesium iodide solution was added dropwise the solution of 14 (2 g, 8.5 mmol) in ether (40 mL). After stirred at room temperature for 2 h, the reaction mixture was quenched with saturated NH4C1 solution and extracted with ether. The organic layer was washed with brine, dried over anhydrous MgS04, filtered and evaporated. The residue was purified by silica gel column chromatography (9% ethyl acetate in hexane) to afford the desired product 16 as a brown solid (0.58 g, 25%).
 

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