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Chemical Structure| 286371-63-9 Chemical Structure| 286371-63-9

Structure of 286371-63-9

Chemical Structure| 286371-63-9

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Product Details of [ 286371-63-9 ]

CAS No. :286371-63-9
Formula : C16H14ClN3O3
M.W : 331.75
SMILES Code : NC1=CC=C(OC2=C3C=C(OC)C(OC)=CC3=NC=N2)C=C1Cl

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Application In Synthesis of [ 286371-63-9 ]

* 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 [ 286371-63-9 ]

[ 286371-63-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 286371-63-9 ]
  • [ 32315-10-9 ]
  • [ 71574-33-9 ]
  • [ 475108-55-5 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In chloroform; water; acetone; Example 40 N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-(4,5-dimethyl-1,3-thiazol-2-yl)urea 2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (100 mg) was dissolved in chloroform (5 ml) and triethylamine (0.5 ml) to prepare a solution. A solution of triphosgene (100 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 15 min. Next, <strong>[71574-33-9]2-amino-4,5-dimethylthiazole hydrochloride</strong> (50 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Distilled water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was washed with saturated brine and was dried over sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by HPLC using chloroform/acetone for development to give 33 mg of the title compound. 1H-NMR (CDCl3, 400 MHz): delta 8.61 (1H, s), 8.48 (1H, d, J=9.0 Hz), 7.51 (1H, s), 7.34 (1H, d, J=2.7 Hz), 7.31 (1H, s), 7.17 (1H, dd, J=2.7 Hz, J=9.0 Hz), 4.05 (3H, s), 4.05 (3H, s), 2.26 (3H, s), 2.24 (3H, s) Mass spectrometry value (ESI-MS, m/z): 484 (M+-1)
  • 2
  • [ 286371-63-9 ]
  • [ 32315-10-9 ]
  • [ 120121-01-9 ]
  • 1-(3-Chlorophenyl)ethyl N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
36% With triethylamine; In methanol; dichloromethane; chloroform; water; toluene; Example 7 1-(3-Chlorophenyl)ethyl N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate 2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (72 mg) was added to toluene/triethylamine = 10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (105 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-chloro-alpha-methylbenzyl alcohol (50 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (43 mg, yield 36%). 1H-NMR (CDCl3, 400 MHz): 8.77 (1H, s), 8.33 (1H, d,J = 9.0 Hz), 8.06 (1H, s), 7.55 (1H, s), 7.39 (1H, s), 7.22 - 7.32 (6H, m), 5.85 (1H, q, J = 6.7 Hz), 4.16 (3H, s), 4.09 (3H, s), 1.61 (3H, d, J = 6.6 Hz) Mass spectrometry value (ESI-MS, m/z): 415 (M++1)
 

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