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Chemical Structure| 2387-08-8 Chemical Structure| 2387-08-8

Structure of 2387-08-8

Chemical Structure| 2387-08-8

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Product Details of [ 2387-08-8 ]

CAS No. :2387-08-8
Formula : C7H7Cl2N
M.W : 176.04
SMILES Code : NC1=CC(Cl)=C(Cl)C=C1C
MDL No. :MFCD11855825
InChI Key :QFUZJHWRUZVIOF-UHFFFAOYSA-N
Pubchem ID :343796

Safety of [ 2387-08-8 ]

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

Application In Synthesis of [ 2387-08-8 ]

* 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 [ 2387-08-8 ]

[ 2387-08-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2387-08-8 ]
  • [ 124691-76-5 ]
YieldReaction ConditionsOperation in experiment
84% Step 25 ,6-Dichloro-l H-indazolTo a solution of 4,5-dichloro-2-methylaniline (1.69 g, 9.6 mmol) in CHC13 (25 ml) at 0C was slowly added acetic anhydride (2.09 ml, 22.1 mmol). The reaction mixture was warmed to room temperature and stirred for 1 h. A thick white precipitate had gradually formed. Potassium acetate (283 mg, 2.88 mmol) was added followed by slow addition of isoamyl nitrite (2.78 ml, 20.6 mmol). The reaction mixture was heated at reflux overnight. The homogeneous deep orange reaction mixture was cooled to room temperature and concentrated. Water (10 mL) was added and the mixture was reconcentrated to an orange solid. This solid was suspended in cone. HCl (15 mL) and heated at 60C for 2 h then cooled to 0C and neutralized with 50% NaOH. Extracted with EtOAc, dried over MgS04 and concentrated to an orange solid. This solid was dissolved in THF/MeOH (1 :1 , 25 mL) and 10%> NaOH (3 mL) was added. The deep maroon reaction mixture was stirred at room temperature for 5 min then neutralized with 1.0 M HCl and diluted with water. The mixture was extracted with EtOAc (2 x) then dried over MgS04 and concentrated. The residue was absorbed onto silica gel and purified by chromatography with 30% to 50% EtOAc/hexanes to afford 1.50 g (84%) of 5, 6-dichloro-l H-indazole as a light orange solid. 1H NMR (CDC13, 300 MHz): ? (ppm) 8.04 (s, 1H), 7.89 (s, 1H), 7.68 (s, 1H).
 

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