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Chemical Structure| 35162-27-7 Chemical Structure| 35162-27-7

Structure of 35162-27-7

Chemical Structure| 35162-27-7

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Product Details of [ 35162-27-7 ]

CAS No. :35162-27-7
Formula : C10H9NO3
M.W : 191.18
SMILES Code : O=C1N(C)C2=C(C=CC(OC)=C2)C1=O
MDL No. :MFCD14641539

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Application In Synthesis of [ 35162-27-7 ]

* 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 [ 35162-27-7 ]

[ 35162-27-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 52351-75-4 ]
  • [ 77-78-1 ]
  • [ 35162-27-7 ]
  • 2
  • [ 52351-75-4 ]
  • [ 74-88-4 ]
  • [ 35162-27-7 ]
YieldReaction ConditionsOperation in experiment
65% With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0℃; for 0.75h; Intermediate- 136: 6-Methoxy-l-methylindoline-2, 3-dione:To a stirred suspension of commercially available <strong>[52351-75-4]6-methoxyindoline-2,3-dione</strong> (0.2 g ,1.12 mmol) and sodium hydride (60% w/w dispersion in mineral oil, 0.067 g,2.79 mmol) in dry DMF ( 5 ml) was added methyl iodide (0.084 ml, 1.35 mmol) slowly at 0 C. The mixture was stirred at 0 C for 45 min and quenched with water (10 ml) at 0 C and added ethyl acetate. The two phases were separated and the aqueous phase was extracted with ethyl acetate (2x 25 ml). The combined organic layer was washed with water (2x20 ml), followed by brine (2x20 ml), dried over sodium sulfate and filtered. The filtrate was concentrated in vacuum to dryness to get a brown solid of 6-methoxy-l-methylindoline-2, 3-dione (0.140 g, 65%). 1H NMR (400 MHz, CDC13) delta 7.58 (d, J = 8 Hz, 1H), 6.57 (dd, J = 8 Hz, 4 Hz, 1H), 6.36 (d, J = 4 Hz, 1H), 3.93 (s, 3H), 3.22 (s, 3H); MS (ES+) m/z 191.9 (M+l), 213.9 (M+ Na)
A solution of <strong>[52351-75-4]6-methoxyindoline-2,3-dione</strong> (1 g, 5.64 mmol, SCRC) in anhydrousN,N-dimethylformamide (40 mL) was cooled to 00 C, whereupon NaH (60 % dispersion inmineral oil, 0.264 g, 6.60 mmol) was added in one portion and the reaction was stirred for 5minutes. lodomethane (0.4 13 mL, 6.60 mmol) was added and the reaction was stirred at 0 Cfor 30 minutes. The mixture was then poured into saturated aqueous NH4C1 and extractedwith ethyl acetate. The combined organic portions were washed with water and brine, dried (MgSO4), filtered, and concentrated to give the crude product (1.079 g), which was used without further purification.
With sodium hydride; In N,N-dimethyl-formamide; at 20℃; General procedure: Isatin derivatives (S1) were synthesized by treating isatins with NaH and then reacting with methyl iodide or benzyl bromide or allyl bromide, respectively, in dry DMF at room temperature.
  • 3
  • [ 52351-75-4 ]
  • methyl halide [ No CAS ]
  • [ 35162-27-7 ]
 

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