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Chemical Structure| 7507-93-9 Chemical Structure| 7507-93-9

Structure of 7507-93-9

Chemical Structure| 7507-93-9

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Product Details of [ 7507-93-9 ]

CAS No. :7507-93-9
Formula : C11H11NO3
M.W : 205.21
SMILES Code : O=C1CCCCC2=CC=C([N+]([O-])=O)C=C21
MDL No. :MFCD01851636

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Application In Synthesis of [ 7507-93-9 ]

* 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 [ 7507-93-9 ]

[ 7507-93-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 7507-93-9 ]
  • [ 75-64-9 ]
  • [ 1186-73-8 ]
  • methyl 4-hydroxy-10-nitro-2-oxo-2,5,6,7-tetrahydro-1H-benzo[6,7]cyclohepta[1,2-b]pyridine-3-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
11% To a solution of 3-nitro-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one (16.4 g, 80 mmol) in CH2CI2 (400 mL) was added t-butylamine (25.2 mL, 240 mmol). The mixture was cooled to 0 C. To the mixture was added a TiCl4 solution (1 M CH2CI2, 52 mL, 52 mmol) drop wise via an addition funnel over 30 min. The mixture was allowed to warm to room temperature and was stirred overnight. The excess reagent was quenched with aqueous saturated NaHC03 (50 mL). After vigorous shaking, the organic phase was separated using a PTFE phase separator, dried over Na2S04, filtered, and concentrated. The residue was combined with <strong>[1186-73-8]trimethyl methanetricarboxylate</strong> (33.4 g, 144 mmol) in PI12O (160 mL). The mixture was placed in a pre-heated aluminum block at 220 C and stirred for 15 minutes. The reaction vessel was removed from the heating block and allowed to cool to room temperature. The crude reaction mixture was loaded directly onto a silica gel column, eluting with 0-10% MeOH in CH2C12 to yield a tan powder (3.0 g, 11%). LC-MS: 331.0 [M+H]+, RT 1.16 min. 1H NMR (500 MHz, DMSO- 6) delta ppm 2.05-2.33 (4H), 2.64-2.74 (2H), 3.86 (s, 3H), 7.69 (d, J=8.3 Hz, 1H), 8.31 (dd, J=8.3, 2.6 Hz, 1H), 8.36 (d, J=2.4 Hz, 1H), 11.85 (br. s, 1H), 13.39 (br. s, 1H).
 

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