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Chemical Structure| 56669-96-6 Chemical Structure| 56669-96-6

Structure of 56669-96-6

Chemical Structure| 56669-96-6

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Product Details of [ 56669-96-6 ]

CAS No. :56669-96-6
Formula : C9H12N2O
M.W : 164.20
SMILES Code : O=CC1=CC=C(N(C)C)C=C1N
MDL No. :MFCD20484103

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Application In Synthesis of [ 56669-96-6 ]

* 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 [ 56669-96-6 ]

[ 56669-96-6 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 326-62-5 ]
  • [ 56669-96-6 ]
  • 3-(2-fluorophenyl)-N<SUP>7</SUP>,N<SUP>7</SUP>-dimethylquinoline-2,7-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% General procedure: General Procedure for the Synthesis of ArylquinsTo a solution of 2.38 mmol (1.3 equiv) of the appropriate benzyl cyanide in 3 mL of anhydrous DMF at 0C was added 2.38 mmol (1.3 equiv) of potassium tert-butoxide. The mixture was stirred for 15 min, and 1.83 mmol of appropriate 2-aminobenzaldehyde dissolved in 1 mL of anhydrous DMF was added dropwise at 0C. The mixture was warmed to 25C and stirred for 3-4 h at 90C. After cooling the mixture was quenched by pouring into water to afford a precipitate that was collected and purified by recrystallization and/or chromatography as noted for individual compounds described below.3-(2-Fluorophenyl)-N7,N7-dimethylquinoline-2,7-diamine (Arylquin-1). Purified by recrystallization from ethanol: Yield 83%, mp 159-160C. 1H NMR (DMSO-d6): V + 7.50-7.41 (m, 3H), 7.33-7.28 (m, 2H), 6.86 (dd, 1H, J1=8.8Hz, J2=2.8Hz), 6.61 (d, 1H, J=2.8Hz), 5.67 (s, 2H, NH2), 3.00 (s, 6H). 13C NMR (DMSO-d6 G J=242.6Hz), 156.25, 151.88, 149.72, 137.78, 132.37 (d, J=3.1Hz), 130.26 (d, J=7.6Hz), 128.58, 125.92 (d, J=16.0Hz), 125.27 (d, J=3.8Hz), 116.47 (d, J=22.1Hz), 115.63, 114.33, 111.55, 104.16, 40.51 (two C). HRMS (ESI) calcd for C17H17FN3 [MH+]: 282.14010. Found: 282.14056. Anal. Calcd for C17H16FN3: C, 72.58; H, 5.73. Found: C, 72.52; H, 5.79.
General Procedure for the Synthesis of Arylquinolines (1). To a solution of 2.38 mmol (1.3 equiv) of an appropriate phenylacetonitrile in 3 mL of anhydrous DMF at 0 C. was added 2.38 mmol (1.3 equiv) of potassium tert-butoxide. The mixture was stirred for 15 min, and 1.83 mmol of 2-aminoaldehyde 5 in 1 mL of anhydrous DMF was added dropwise at 0 C. The mixture was allowed to warm to the room temperature and stirred for 3 h at 90 C. After cooling, the mixture was quenched in water with vigorous stirring. The solution was adjusted to pH 7 only in the case of 2-amino-3-(2-fluorophenyl)quinoline-7-carboxylic acid. A precipitate was collected by filtration and purified by recrystallization and/or chromatography as noted for individual compounds described below.
  • 2
  • [ 145689-34-5 ]
  • [ 56669-96-6 ]
  • 3-(2,3-difluorophenyl)-N<SUP>7</SUP>,N<SUP>7</SUP>-dimethylquinoline-2,7-diamine [ No CAS ]
  • 3
  • [ 656-35-9 ]
  • [ 56669-96-6 ]
  • 3-(2,4-difluorophenyl)-N<SUP>7</SUP>,N<SUP>7</SUP>-dimethylquinoline-2,7-diamine [ No CAS ]
  • 4
  • [ 56669-96-6 ]
  • [ 75279-55-9 ]
  • 3-(2-chloro-6-fluorophenyl)-N<SUP>7</SUP>,N<SUP>7</SUP>-dimethylquinoline-2,7-diamine [ No CAS ]
  • 5
  • [ 13781-53-8 ]
  • [ 56669-96-6 ]
  • N7,N7-dimethyl-3-thiophen-3-yl-quinoline-2,7-diamine [ No CAS ]
  • 6
  • [ 52407-43-9 ]
  • [ 56669-96-6 ]
  • 3-benzofuran-3-yl-N7,N7-dimethylquinoline-2,7-diamine [ No CAS ]
 

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