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Chemical Structure| 1196-92-5 Chemical Structure| 1196-92-5
Chemical Structure| 1196-92-5

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Product Details of Vanillylamine

CAS No. :1196-92-5
Formula : C8H11NO2
M.W : 153.18
SMILES Code : NCC1=CC=C(O)C(OC)=C1
MDL No. :MFCD00044577
InChI Key :WRPWWVNUCXQDQV-UHFFFAOYSA-N
Pubchem ID :70966

Safety of Vanillylamine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3259
Packing Group:

Application In Synthesis of Vanillylamine

* 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 [ 1196-92-5 ]

[ 1196-92-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1196-92-5 ]
  • [ 1204-06-4 ]
  • [ 1610703-53-1 ]
YieldReaction ConditionsOperation in experiment
55% General procedure: To a solution of the acid derivative (1mmol) in CH2Cl2 were added triethylamine (2mmol) and ethyl chloroformate (1mmol), followed by stirring at 0C for 30min. After addition of the appropriate amine derivative (1.2mmol), the mixture was stirred for an additional 1h at 0C. Then, the reaction mixture was warmed to room temperature and stirred overnight. After the solvent was evaporated under reduced pressure, acetone was added, filtered, and evaporated. The residue was dissolved in CH2Cl2, and the organic phase was washed with a 1% NaHCO3 solution and brine, dried over Na2SO4, and evaporated under vacuum. The final residue was purified by flash column chromatography (Combiflash Rf) using CH2Cl2-MeOH (0-5%) as eluents. 4.3.7 (E)-N-(4-Hydroxy-3-methoxybenzyl)-3-(1H-indol-3-yl)acrylamide 3g Yield 55%, mp 213-215 C; IR (FTIR/FTNIR-ATR): 1702 cm-1 (C=O), 3266 cm-1 (N-H). 1H NMR (DMSO-d6) delta: 11.55 (1H, s), 8.87 (1H, s), 8.23 (1H, t, J = 5.6 Hz), 7.89 (1H, d, J = 7.2 Hz), 7.67 (1H, m), 7.63 (1H, d, J = 15.6 Hz), 7.45 (1H, d, J = 7.6 Hz), 7.18 (2H, m), 6.88 (1H, s), 6.72 (1H, m), 6.67 (1H, d, J = 15.6 Hz), 4.29 (2H, d, J = 5.2 Hz), 3.75 (3H, s). The OH-signal was not observed in the spectrum, due to solvent exchange. 13C NMR (DMSO-d6) delta: 166.8, 148.1, 146.1, 138.0, 133.8, 131.0, 130.9, 125.5, 125.2, 122.8, 120.9, 120.7, 116.9, 115.9, 112.9, 112.8, 112.6, 56.2, 42.9; HRMS C19H19N2O3 [M+H]+ Calcd 323.1396, Found m/z 323.1397.
 

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