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Chemical Structure| 14906-37-7 Chemical Structure| 14906-37-7

Structure of 14906-37-7

Chemical Structure| 14906-37-7

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Product Details of [ 14906-37-7 ]

CAS No. :14906-37-7
Formula : C8H9NO3
M.W : 167.16
SMILES Code : O=C(OCC)C1=CC=[N+](C=C1)[O-]
MDL No. :MFCD06204693
InChI Key :DPWRGNWJVVSVIE-UHFFFAOYSA-N
Pubchem ID :3706248

Safety of [ 14906-37-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312-P330-P501

Application In Synthesis of [ 14906-37-7 ]

* 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 [ 14906-37-7 ]

[ 14906-37-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 14906-37-7 ]
  • [ 7677-24-9 ]
  • [ 58481-14-4 ]
  • 2
  • [ 557-21-1 ]
  • [ 14906-37-7 ]
  • [ 58481-14-4 ]
YieldReaction ConditionsOperation in experiment
85% With N,N-Dimethylcarbamoyl chloride; In toluene; for 2.0h;Reflux; Inert atmosphere; A reaction mixture of 4-(ethoxycarbonyl)pyridine-1-oxide28 (3.64 g, 21.82 mmol), DMCC (3.01 mL, 32.73 mmol) and Zn(CN)2(3.84 g, 32.73 mmol) in toluene (40 mL) was heated under reflux under an argon atmosphere for 2 h. The reaction mixture was cooled to room temperature and H2O (30 mL) was added, and stirring was continued for 15 min. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated under reduced pressure to yield a brown solid. This was then passed through a silica plug using EtOAc:Pet. Ether in a 2:1 ratio as the eluent yielding a yellow oil which solidified on ice. Orange solid (3.28 g, 85%). m.p. 39-40 C (lit. 42-44 C);14 numax (KBr) 2988, 2964, 2238, 1728, 1597, 1557, 1470, 1402, 1393, 1370, 1298, 1281, 1202, 1113, 1015, 990, 918, 890, 862, 763, 686 cm-1; deltaH (300 MHz, CDCl3) 8.90 (1 H, dd, J 4.9, 0.9 Hz, pyr-H), 8.25 (1 H, dd, J 1.5, 0.9 Hz, pyr-H), 8.10 (1 H, dd, J 4.9, 1.5 Hz, pyr-H), 4.47 (2 H, q, J 7.1 Hz, OCH2), 1.44 (3 H, t, J 7.1 Hz, CH3); deltaC (75 MHz, CDCl3) 163.1 (C=O), 151.9, 139.0, 134.7, 127.6, 126.1, 116.6 (CN), 62.6 (OCH2), 14.1 (CH3); HRMS (ESI): [M+H]+, found 177.0659. C9H9N2O2 requires 177.0659. NMR data is in agreement with literature data.14
 

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