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Chemical Structure| 2941-20-0 Chemical Structure| 2941-20-0

Structure of 2941-20-0

Chemical Structure| 2941-20-0

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Product Details of [ 2941-20-0 ]

CAS No. :2941-20-0
Formula : C9H13N
M.W : 135.21
SMILES Code : CCC(C1=CC=CC=C1)N
MDL No. :MFCD00038169

Safety of [ 2941-20-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:2735
Packing Group:

Application In Synthesis of [ 2941-20-0 ]

* 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 [ 2941-20-0 ]

[ 2941-20-0 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 2941-20-0 ]
  • [ 244090-34-4 ]
  • 1-phenyl-1<i>H</i>-indole-3-carboxylic acid (1-phenyl-propyl)-amide [ No CAS ]
  • 2
  • [ 485-89-2 ]
  • [ 2941-20-0 ]
  • [ 2387-23-7 ]
  • [ 174636-33-0 ]
YieldReaction ConditionsOperation in experiment
DESCRIPTION 1(S)-(-)-N-(a-ethylbenzyl)-3-hydroxy-2-phenyl-4-quinoline carboxamide 2.49 g (9.4 mmols) of <strong>[485-89-2]3-hydroxy-2-phenyl-4-quinoline carboxylic acid</strong> (CAS [485-89-2]) were suspended in 150 ml of a mixture of THF/MeCN 7:3, respectively; 1.40 g (10.3 mmols) of 1-hydroxybenzotriazole (HOBT) were added to the suspension and then 1.27 g (9.4 mmols) of (S)-(-)-1-phenylpropylamine, dissolved in 20 ml of methylene chloride were added dropwise over 10 minutes period. The reaction mixture was stirred at room temperature for 30 minutes and then 2.13 g (10.3 mmols) of dicyclohexylcarbodiimide (DCC), dissolved in 20 ml of methylene chloride, were added dropwise and the reaction stirred overnight. 20 ml of H2O were added and the reaction stirred 30 minutes, then the solvent was evaporated in vacuo to dryness. The residue was taken up in EtOAc, the precipitated dicyclohexylurea (DCU) was filtered off and the filtrate washed with water, 20% citric acid, 5% NaHCO3, brine and the organic layer dried over Na2SO4 and the solvent evaporated in vacuo. The residue was purified by silica-gel (60-240 mesh) flash column chromatography, eluting with a mixture of hexane/EtOAc 9:1, containing increasing amounts of EtOAc, until the ratio 7:3. The purified product was crystallized from i-PrOH to yield 1.75 g of the title compound as a white solid. C25H22N2O2 M.P.=168-168.4 C. M.W.=382.47 [a]D20=-28.5 (c=0.5, MeOH) Elemental analysis: Calcd. C, 78.51; H, 5.80; N, 7.33; Found C, 78.49; H, 5.84; N, 7.86. I.R. (Kbr): 3370; 1625; 1525 cm-1. 300 MHz 1H-NMR (DMSO-d6): d: 9.80 (s, 1H); 9.11 (d, 1H); 8.00-7.94 (m, 3H); 7.61-7.42 (m, 8H); 7.38 (dd, 2H);.7.28 (dd, 1H); 5.06 (dt, 1H); 1.82 (ddq, 2H); 0.97 (t, 3H). MS (EI; TSQ 700; source 200 C.; 70 eV; 200 A): 382 (M+.); 264; 247; 219.
  • 3
  • [ 2941-20-0 ]
  • [ 56844-12-3 ]
  • [ 1580542-30-8 ]
  • 4
  • [ 2941-20-0 ]
  • [ 56844-12-3 ]
  • [ 1580541-95-2 ]
YieldReaction ConditionsOperation in experiment
67% In butan-1-ol; at 145℃; for 20h; General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 × 50 mL) or EtOAc (2 × 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound
  • 5
  • potassium cyanide [ No CAS ]
  • [ 2941-20-0 ]
  • [ 5438-07-3 ]
  • 6
  • [ 30982-08-2 ]
  • [ 2941-20-0 ]
  • C19H23NO4 [ No CAS ]
 

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