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[ CAS No. 1621615-08-4 ] {[proInfo.proName]}

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Product Details of [ 1621615-08-4 ]

CAS No. :1621615-08-4 MDL No. :MFCD32063258
Formula : C10H5ClINO Boiling Point : -
Linear Structure Formula :- InChI Key :FEPSVMOGHANOJS-UHFFFAOYSA-N
M.W : 317.51 Pubchem ID :90333471
Synonyms :

Safety of [ 1621615-08-4 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1621615-08-4 ]

* 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 [ 1621615-08-4 ]

[ 1621615-08-4 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 19230-45-6 ]
  • [ 68-12-2 ]
  • [ 1621615-08-4 ]
YieldReaction ConditionsOperation in experiment
40% Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.166667h; Inert atmosphere; Stage #2: N-(3-iodophenyl)acetamide at 75℃; for 17h; 7 2-chloro-7-iodoquinoline-3-carbaldehyde To POC13 (14.9 mL, 160 mmol, 7.00 equiv) at 0 °C and under an atmosphere of N2, was added DMF (4.40 mL, 57.1 mmol, 2.50 equiv). After stirring for 10 mm at 0 °C, N-(3- iodophenyl)acetamide (5.96 g, 22.8 mmol, 1.00 equiv; Pialat, A. eta., Org. Lett. 2013, 15:1764-1767) was added. After stirring for 17 hr at 75 °C, the reaction mixture was poured into ice. The phases were separated and the aqueous phase was extracted with CH2C12 (3 x 50 mL). The combined organic phases were washed with brine (100 mL), dried (MgSO4), and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography eluting with CH2C12/MeOH to afford 2.9 g of the title compound (40% yield).NMR Spectroscopy: ‘H NMR (300 MHz, CDC13): ö 10.55 (s, 1H), 8.72 (s, 1H), 8.52 (s, 1H), 7.93 (dd, J 8.4 Hz, 1.5 Hz, 1H), 7.69 (d, J 8.4 Hz, 1H).
  • 2
  • [ CAS Unavailable ]
  • [ 1621615-08-4 ]
  • [ 1621615-09-5 ]
YieldReaction ConditionsOperation in experiment
63% With copper(l) iodide In N,N-dimethyl-formamide at 23 - 95℃; for 2h; Inert atmosphere; 7 2-chloro-7-(trifluoromethyl)quinoline-3-carbaldehyde To 2-chloro-7-iodoquinoline-3-carbaldehyde (2.90 g, 9.13 mmol, 1.00 equiv) in DMF (18 mL) at 23 °C and under an atmosphere of N2, was added CuT (4.35 g, 22.8 mmol, 2.50 equiv) and FSO2CF2CO2Me (11.6 mL, 91.3 mmol, 10.0 equiv). After stirring for 2 hr at 95°C, the reaction mixture was cooled to 23 °C and filtered through a pad of CELITE. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography eluting with hexanes/EtOAc to afford 1.5 g of the title compound (63% yield).NMR Spectroscopy: ‘H NMR (300 MHz, CDC13): ö 10.60 (s, 1H), 8.82 (s, 1H), 8.39 (s, 1H), 8.14 (d, J= 8.4 Hz, 1H), 7.84 (d, J= 8.4 Hz, 1H). ‘9F NMR (282 MI-Tz, CDC13): ö -63.2 (s, 3F).
  • 3
  • [ 1621615-08-4 ]
  • [ 1258638-23-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: copper(l) iodide / N,N-dimethyl-formamide / 2 h / 23 - 95 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); formic acid; triethylamine / N,N-dimethyl-formamide / 1 h / 23 - 100 °C / Inert atmosphere
  • 4
  • [ 1621615-08-4 ]
  • [ 1621615-10-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: copper(l) iodide / N,N-dimethyl-formamide / 2 h / 23 - 95 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); formic acid; triethylamine / N,N-dimethyl-formamide / 1 h / 23 - 100 °C / Inert atmosphere 3: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 23 - 75 °C / Inert atmosphere
  • 5
  • [ 1621615-08-4 ]
  • [ 1621615-11-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: copper(l) iodide / N,N-dimethyl-formamide / 2 h / 23 - 95 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); formic acid; triethylamine / N,N-dimethyl-formamide / 1 h / 23 - 100 °C / Inert atmosphere 3: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 23 - 75 °C / Inert atmosphere 4: lithium aluminium tetrahydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
  • 6
  • [ 1621615-08-4 ]
  • [ 1621614-94-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: copper(l) iodide / N,N-dimethyl-formamide / 2 h / 23 - 95 °C / Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); formic acid; triethylamine / N,N-dimethyl-formamide / 1 h / 23 - 100 °C / Inert atmosphere 3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 23 - 75 °C / Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 5.1: Triethyl orthoacetate / 2 h / 23 - 140 °C / Inert atmosphere 5.2: 1 h / 23 °C 5.3: 0.33 h / 23 - 60 °C
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