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Chemical Structure| 101080-58-4 Chemical Structure| 101080-58-4

Structure of 101080-58-4

Chemical Structure| 101080-58-4

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Product Details of [ 101080-58-4 ]

CAS No. :101080-58-4
Formula : C8H8ClNO
M.W : 169.61
SMILES Code : CC1=CC=CC(Cl)=C1C(N)=O
MDL No. :MFCD00052820

Safety of [ 101080-58-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 101080-58-4 ]

* 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 [ 101080-58-4 ]

[ 101080-58-4 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 6575-09-3 ]
  • [ 101080-58-4 ]
YieldReaction ConditionsOperation in experiment
1.5 g With sulfuric acid; at 100℃; A solution of 2-chloro-6-methylbenzonitrile (2.0 g) in cone, sulphuric acid (10 mL) was heated at 100C for 3-4 h. The reaction mass was quenched in ice-water and the solid obtained was filtered. The precipitate was suck dried to afford 1.5 g of desired product. 1H NMR (300 MHz, DMSO d6): delta 2.28 (s, 3H), 7.21- 7.27 (m, 3H), 7.65 (s, 1H), 7.91 (s, 1H).
  • 4
  • [ 1885-76-3 ]
  • [ 101080-58-4 ]
  • 5
  • [ 56043-01-7 ]
  • [ 101080-58-4 ]
  • 6
  • [ 101080-58-4 ]
  • [ 89894-44-0 ]
  • 7
  • [ 101080-58-4 ]
  • 6-Chlor-2-methyl-benzoesaeure-<2-butylamino-aethyl-ester> [ No CAS ]
  • 8
  • [ 87-63-8 ]
  • [ 101080-58-4 ]
  • 9
  • N-(2-(1H-pyrazol-1-yl)phenyl)-2-chloro-6-methylbenzamide [ No CAS ]
  • [ 101080-58-4 ]
YieldReaction ConditionsOperation in experiment
73% With ammonium cerium (IV) nitrate; In acetonitrile; at 80℃; for 12.0h; To a solution of 15a (120 mg, 0.38 mmol) and CAN (2.08 g, 3.80mmol) was added MeCN (5 mL). After stirring at 80 C for 12 h, thereaction was judged complete by TLC. The filtrate was washed withbrine, the organic layer was dried (MgSO4), filtered, and concentratedin vacuo. The residue was purified by flash chromatography elutingwith EtOAc/hexane (1:6) to give the desired amide 18 as a white solid;yield: 0.046 g (73%); Rf = 0.40 (EtOAc/hexane, 1:1). 1H NMR (500 MHz, CDCl3): delta = 7.40-6.96 (m, 3 H), 6.53-6.28 (m, 1 H),5.89 (s, 1 H), 2.39 (s, 3 H).13C NMR (126 MHz, CDCl3): delta = 169.53, 136.86, 135.91, 130.10,129.89, 128.60, 126.79, 19.36.HRMS (ESI): m/z calcd for C8H8ClNO [M + 1]: 170.0294; found:170.0301.
  • 12
  • N-(2-(1H-pyrazol-1-yl)phenyl)-2-methylbenzamide [ No CAS ]
  • [ 101080-58-4 ]
  • 13
  • [ 527-85-5 ]
  • [ 101080-58-4 ]
YieldReaction ConditionsOperation in experiment
72% With N-chloro-succinimide; palladium diacetate; trifluoroacetic acid; In 1,2-dichloro-ethane; at 90℃; for 24.0h;Sealed tube; General procedure: To a clean oven-dried 15 mL sealed tube equipped with magnetic stir bar, benzamide (0.25 mmol, 1.0 equiv), Pd(OAc)2 (5.0 mol%, 2.8 mg), and NXS (0.3 mmol, 1.2 equiv.) were added sequentially. DCE (2.0 mL) was then added to the reaction mixture followed by trifluoroacetic acid (475 muL). The tube was tightly closed and placed in a preheated oil bath of 60 C and stirred for 24 h. In each case, the reaction was monitored by TLC, and after completion, the reaction mixture was cooled to room temperature. The solvent was evaporated under reduced pressure and then diluted with ethyl acetate followed by neutralization with a saturated solution of sodium bicarbonate. After extraction with ethyl acetate (15 mL×3), the organic layer was washed with brine solution and dried over sodium sulphate. After evaporation of the solvent, the crude mixture was purified by column chromatography silica gel using ethyl acetate/hexanes as the eluent.
 

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