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Chemical Structure| 4510-12-7 Chemical Structure| 4510-12-7

Structure of 4510-12-7

Chemical Structure| 4510-12-7

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Product Details of [ 4510-12-7 ]

CAS No. :4510-12-7
Formula : C8H10N2O2
M.W : 166.18
SMILES Code : O=C(OC)C1=CC=C(NN)C=C1
MDL No. :MFCD01124892
Boiling Point : No data available

Safety of [ 4510-12-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H318-H335
Precautionary Statements:P280-P301+P310+P330-P302+P352-P305+P351+P338+P310
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 4510-12-7 ]

* 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 [ 4510-12-7 ]

[ 4510-12-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1218-69-5 ]
  • [ 4510-12-7 ]
  • [ 1266741-05-2 ]
YieldReaction ConditionsOperation in experiment
63% With triethylamine; In ethanol; at 110℃; for 2h; 2.2.1 Methyl 4-(3,5-bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl)benzoate (3) A solution of 2 (760 mg, 4.6 mmol), 1 (1.01 g, 4.2 mmol), and triethylamine (660 mul, 4.3 mmol) in ethanol (70 ml) was heated to 110 C in a closed reaction vessel for 2 h. The reaction mixture was diluted with water (100 ml) and the volume was reduced to one half on a rotary evaporator. The pH of the remaining solution was adjusted to 4 using glacial acetic acid, and it was extracted with CH2Cl2 (3 * 50 ml). The combined organic layers were dried with sodium sulfate and the solvent was removed in vacuo. The residue was purified by column chromatography on silica (CH2Cl2 to 1% MeOH in CH2Cl2). The product was obtained as a yellowish solid (1.03 g, 2.7 mmol, 63%). deltaH (CDCl3, 400 MHz): 3.99 (1H, s, OCH3), 6.66 (1H, ddd, 3J = 6.8, 3J = 7.2, 4J = 1.2), 6.92 (1H, dd, 3J = 8.0, 4J = 1.6), 7.04 (1H, ddd, 3J = 7.2, 3J = 6.8, 4J = 1.2), 7.08 (1H, dd, 3J = 8.4, 4J = 0.8), 7.15 (1H, dd, 3J = 8.4, 4J = 1.2), 7.35 (1H, m), 7.39 (1H, m), 7.61 (2H, d, 3J = 8.8), 8.13 (1H, dd, 3J = 8.0, 4J = 1.6), 8.23 (2H, d, 3J = 8.8), 9.58 (1H, s, OH), 11.32 (1H, s). deltaC (CDCl3, 125 MHz): 52.6, 109.8, 113.1, 117.1, 118.4, 119.0, 119.9, 126.0, 127.6, 127.7, 131.2, 131.6, 131.9, 133.1, 141.5, 152.1, 156.5, 158.0, 159.6, 165.7. HRMS (ES+) 388.1290 (C22H18N3O4 requires 388.1292) (MH+).
  • 2
  • [ 720-94-5 ]
  • [ 4510-12-7 ]
  • [ 1027232-57-0 ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 70℃; A solution of 27 p-methylacetophenone (0.67g, 5mmol) in dry 28 THF (20mL) was added dropwise to 29 NaH (0.24g, 10mmol) in dry THF (50mL) under nitrogen atomosphere and the mixture was stirred for 1h at 0°C. Then a solution of 30 ethyl trifluoroacetate (0.9mL, 7.5mmol) in dry THF (10mL) was added dropwise. The mixture was warmed to room temperature for 12h. The reaction was quenched with saturation NaHCO3 and extracted with ethyl acetate (50mL×3). The combined organic extracts were washed with brine (50mL), dried with Na2SO4 and evaporated. Finally, the resulting residue was purified by column chromatography on silica gel as indicated to give 6a as canary yellow solid. (0015) To a solution of 6a (0.46g, 2mmol) in 31 ethyl alcohol (50mL) was added 32 4-hydrazinyl-N-hydroxybenzamide hydrochloride (0.53g, 2.6mmol). Then the temperature was raised to 70°C for 5h. The mixture solution was concentrated to dryness, added 33 water (50mL) and extracted with ethyl acetate (30mL×3). The combined organic extracts were washed with brine (30mL), dried with Na2SO4 and concentrated. Finally, the resulting residue was purified by column chromatography on silica gel as indicated to give 7 as white solid. (0016) To a solution of 7 (0.36g, 1mmol) in 34 methyl alcohol (30mL) were added 1M aqueous solution of 35 NaOH (3mL) and 36 NH2OH (50wtpercent in water, 3mL) dropwise successively at 0°C. The reaction was warmed to room temperature for 3h. The mixture solution was concentrated to dryness, and the obtained solid was dissolved in water. The pH was adjusted to 7 with 1M aqueous solution of 37 HCl. The resulting precipitate was filtered to give 38 8 as white solid. Yield: 63.2percent. Mp: 104.5?105.9°C. ESI-MS: m/z, 360.3 [M?H]?. 1H NMR (600MHz, DMSO-d6) delta: 11.33 (s, 1H), 9.13 (s, 1H), 7.80 (d, J=8.6 Hz, 2H), 7.42 (d, J=8.6 Hz, 2H), 7.21?7.18 (m, 4H), 7.17 (s, 1H), 2.30 (s, 3H). 13C NMR (151MHz, DMSO) delta: 145.19, 140.87, 139.03, 132.90, 129.56, 129.43, 128.77, 128.00, 126.86, 125.60, 125.54, 105.91, 20.86. HRMS (ESI+) m/z calcd for C18H14F3N3O2 [M?H]? 360.1038, found: 360.1047.
 

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