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Chemical Structure| 1261611-57-7 Chemical Structure| 1261611-57-7

Structure of 1261611-57-7

Chemical Structure| 1261611-57-7

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Product Details of [ 1261611-57-7 ]

CAS No. :1261611-57-7
Formula : C7H6INO3
M.W : 279.03
SMILES Code : OCC1=CC([N+]([O-])=O)=CC=C1I
MDL No. :MFCD18397986

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Application In Synthesis of [ 1261611-57-7 ]

* 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 [ 1261611-57-7 ]

[ 1261611-57-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 19230-50-3 ]
  • [ 1261611-57-7 ]
YieldReaction ConditionsOperation in experiment
55% 2-Iodo-5-nitrobenzoic acid (7d) (3.0 g, 10.2 mmol) was dissolved in dry THF (100 mL) and the reaction was cooled to 0 C. NEt3 (2.1 mL, 15.4 mmol) and ethyl chloroformate (1.5 mL, 15.4 mmol) were added and the reaction was stirred for 1 hour. Next, a solution of NaBH (0.78 g, 20.5 mmol) in H20 (5 mL) was added and the reaction was stirred for 1.5 hour. After this time, an additional portion of NaBH (0.78 g, 20.5 mmol) in H20 (5 mL) was added and the reaction was stirred for an additional 30 minutes. The reaction was then quenched by the addition of H20 (20 mL). The reaction was diluted with EtOAc (150 mL) and the organic layer was washed with H20 (2 x 100 mL) and brine (100 mL) and subsequently dried over MgSC The solvents were removed in vacuo and the crude product was purified by gradient column chromatography (EtOAc/-heptane, 1 :9 to 1 :3). Compound 8d was obtained as an orange solid (1.32 g, 55% over 2 steps). 1H-NMR (400 MHz, CDC13) delta: 8.36 (d, J = 2.8 Hz, 1H), 8.01 (d, J = 8.5 Hz, 1H), 7.85 (dd, J = 8.6, 2.8 Hz, 1H), 4.75 (d, J = 3.4 Hz, 2H), 2.10 (t, J = 5.0 Hz, 1H). HRMS (EI+) m/z calcd for C7H6N03I [M]'+ 278.9393, found 278.9396.
 

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