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Chemical Structure| 630082-81-4 Chemical Structure| 630082-81-4

Structure of 630082-81-4

Chemical Structure| 630082-81-4

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Product Details of [ 630082-81-4 ]

CAS No. :630082-81-4
Formula : C8H8ClNO2
M.W : 185.61
SMILES Code : O=C(O)C1=C(C)N=C(Cl)C=C1C
MDL No. :MFCD06255138

Safety of [ 630082-81-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 630082-81-4 ]

* 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 [ 630082-81-4 ]

[ 630082-81-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 54453-94-0 ]
  • [ 630082-81-4 ]
YieldReaction ConditionsOperation in experiment
88% To a solution of 6-chloro-2,4-dimethyl-nicotinic acid ethyl ester (0.200 g, 0.930 mmol) in EtOH (1 mL) was added 4N NaOH (1 mL), and the mixture was heated at 90 C. for 1 h. After the mixture was cooled to room temperature EtOH was removed and the aqueous residue was acidified with 4N HCl to afford a white precipitate. The precipitate (0.152 g, 88%) was collected by filtration and dried under vacuum to give 6-chloro-2,4-dimethyl-nicotinic acid as a white solid. 1H NMR (CD3OD) δ 2.37 (s, 3H), 2.51 (s, 3H), 7.23 (s, 1H)
  • 3
  • [ 630082-81-4 ]
  • [ 64-17-5 ]
  • [ 54453-94-0 ]
YieldReaction ConditionsOperation in experiment
99% A suspension of 6-chloro-2,4-dimethylnicotinic acid (8.4 g, 45.26 mmol) in phosphorus(V) oxychloride (77.41 mL, 830.54 mmol) was heated at 80 C for 6 hrs. Excess POCb was removed by evaporation and the residue was carefully quenched with EtOH (112 mL) at 0 C. The solvent was evaporated and the residue was taken up in sat. aq. NaHCCb and stirred for 15 minutes. The solid that formed was extracted with DCM (3x) and the combined organic layers were passed through a phase separator and evaporated to dryness under reduced pressure. The crude material was purified by normal phase chromatography on a 100 g silica gel column, using a gradient of EtOAc in cyclohexane (from 0 to 20%) as eluent to afford the title compound (3.4 g, 15.91 mmol, 99% yield) a colorless oil. NMR (400 MHz, CDCb) d ppm 7.07 (s, 1H), 4.44 (q, J=7.0 Hz, 2H), 2.55 (s, 3H), 2.35 (s, 3H), (1717) 1.42 (t, J=7.2 Hz, 3H). MS-ESI (m/z) calc’d for C10H13CINO2 [M+H]+: 214.1. Found 214.0, 216.0
 

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