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Chemical Structure| 192944-50-6 Chemical Structure| 192944-50-6

Structure of 192944-50-6

Chemical Structure| 192944-50-6

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Product Details of [ 192944-50-6 ]

CAS No. :192944-50-6
Formula : C12H12N2O3
M.W : 232.24
SMILES Code : O=C(C1=CC2=C(N(C(C)=O)N=C2)C=C1)OCC
MDL No. :MFCD06858498

Safety of [ 192944-50-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312-P330

Application In Synthesis of [ 192944-50-6 ]

* 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 [ 192944-50-6 ]

[ 192944-50-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 40800-65-5 ]
  • [ 192944-50-6 ]
  • 2
  • [ 40800-65-5 ]
  • [ 108-24-7 ]
  • [ 192944-51-7 ]
  • [ 192944-50-6 ]
YieldReaction ConditionsOperation in experiment
31% Step 4-1-2 Ethyl 1H-indazole-5-carboxylate Ethyl 4-amino-3-methylbenzoate (12.6 g, 70.0 mmol) prepared in the Step 4-1-1 and potassium acetate (7.20 g, 73.5 mmol) were suspended in chloroform (70 ml). Acetic anhydride (14.3 g, 140 mmol) was added to the suspension, and the mixture was stirred for one hour. To the mixture, 18-crown-6 (3.70 g, 14.0 mmol) and isoamyl nitrite (18.9 g, 161 mmol) were added, and the resulting mixture was heated under reflux for 21 hours. After being allowed to cool, under an ice cooling the mixture was rendered faintly alkaline with a saturated sodium bicarbonate solution and a 25% ammonia water. The faintly alkalified mixture was subjected to extraction with chloroform, and the extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (4.06 g, 31%) as a light-brown powder and ethyl 1-acetyl-1H-indazole-5-carboxylate. The resulting ethyl 1-acetyl-1H-indazole-5-carboxylate was stirred in a mixture of concentrated hydrochloric acid (15 ml), water (15 ml) and ethanol (30 ml) for 15 hours at a room temperature.
 

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