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[ CAS No. 5459-50-7 ] {[proInfo.proName]}

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Chemical Structure| 5459-50-7
Chemical Structure| 5459-50-7
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Product Details of [ 5459-50-7 ]

CAS No. :5459-50-7 MDL No. :MFCD16877042
Formula : C6H5IN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :VKQOHFHGWCXKOA-UHFFFAOYSA-N
M.W : 264.02 Pubchem ID :229959
Synonyms :

Safety of [ 5459-50-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5459-50-7 ]

* 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 [ 5459-50-7 ]

[ 5459-50-7 ] Synthesis Path-Downstream   1~18

  • 3
  • [ 5459-50-7 ]
  • [ 154048-77-8 ]
  • [ 154048-84-7 ]
  • 5
  • [ 99-09-2 ]
  • [ 5459-50-7 ]
  • [ 105752-04-3 ]
  • [ 116529-47-6 ]
  • [ 146512-89-2 ]
  • 6
  • [ 5459-50-7 ]
  • 6-Iod-3-nitro-benzoldiazoniumhydroxid-(1) [ No CAS ]
  • 7
  • [ 99-09-2 ]
  • [ 5459-50-7 ]
YieldReaction ConditionsOperation in experiment
With Iodine monochloride; In ethanol; at 20℃; 3-nitroaniline (6.9 g, 0.05 mmol) was dissolved in 150ml ethanol, iodine chloride (8.1 g, 0.05 mmol) added with dropwise. The reaction mixture was stirred at RT for 4 hours. After that, the solvents were evaporated, and the residue was extracted with EtOAc (100 mL), washed with water (50 mL) and brine (50 mL), dried over anhydrous NaSO4. After concentrated in vacuo, the residue was purified by column chromatography (PE/EtOAc =40:1→20:1) to afford the desired product (8.9 g). MS (ESI) m/e (M+H*): 265.
8.9 g With Iodine monochloride; In ethanol; at 25℃; for 4h; 3-nitroaniline (6.9 g, 0.05 mmol) was dissolved in 150 ml ethanol, iodine chloride (8.1 g, 0.05 mmol) added with dropwise. The reaction mixture was stirred at RT for 4 hours. After that, the solvents were evaporated, and the residue was extracted with EtOAc (100 mL), washed with water (50 mL) and brine (50 mL), dried over anhydrous NaSO4. After concentrated in vacuo, the residue was purified by column chromatography (PE/EtOAc=40:1→20:1) to afford the desired product (8.9 g). MS (ESI) m/e (M+H+): 265.
  • 8
  • [ 7790-99-0 ]
  • [ 64-19-7 ]
  • [ 99-09-2 ]
  • [ 5459-50-7 ]
  • [ 116529-47-6 ]
  • [ 146512-89-2 ]
  • 9
  • [ 7647-01-0 ]
  • [ 99-09-2 ]
  • potassium iodate [ No CAS ]
  • [ 5459-50-7 ]
  • [ 105752-04-3 ]
  • [ 116529-47-6 ]
  • [ 146512-89-2 ]
  • 11
  • [ 99-09-2 ]
  • [ 5459-50-7 ]
  • [ 146512-89-2 ]
  • 13
  • [ 5459-50-7 ]
  • [ 355839-49-5 ]
  • [ 808145-75-7 ]
  • 14
  • [ 5459-50-7 ]
  • [ 192314-71-9 ]
  • (2S)-2-(di-tert-butoxycarbonylamino)-3-(6-nitro-1H-indol-3-yl)propionic acid methyl ester [ No CAS ]
  • 15
  • [ 709-49-9 ]
  • [ 5459-50-7 ]
  • [ 105752-04-3 ]
  • 16
  • [ 5459-50-7 ]
  • [ 943975-78-8 ]
  • [ 943975-79-9 ]
  • 17
  • [ 5459-50-7 ]
  • [ 504-02-9 ]
  • C12H11IN2O3 [ No CAS ]
  • 18
  • [ 5459-50-7 ]
  • [ 536-74-3 ]
  • 5-nitro-2-(phenylethynyl)aniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In acetonitrile;Inert atmosphere; Reflux; General procedure: PdCl2(PPh3)2 (35.1 mg, 0.05 mmol), CuI (9.5 mg, 0.05 mmol), PPh3 (13.1 mg, 0.05 mmol) and iodoaniline derivatives (1.00 mmol) were stirred under N2 in a mixed solvent with CH3CN (5 mL) and Et3N (1 mL). The alkyne (1.20 mmol) was added to the mixture and stirred in reflux. The reaction was monitored by TLC. After completion, H2O (10 mL) was added to the reaction mixture and extracted with ethyl acetate (3 × 10 mL). The combined organic solution was washed with brine, dried over anhydrous MgSO4, concentrated at the reduced pressure. And the crude product was purified by column chromatography to give 2-alkynylanilines.
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