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Chemical Structure| 4885-03-4 Chemical Structure| 4885-03-4

Structure of 4885-03-4

Chemical Structure| 4885-03-4

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Product Details of [ 4885-03-4 ]

CAS No. :4885-03-4
Formula : C13H10Cl2O2
M.W : 269.12
SMILES Code : ClC(OC1=CC=CC=C1)(Cl)OC2=CC=CC=C2
MDL No. :MFCD00087870

Safety of [ 4885-03-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 4885-03-4 ]

* 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 [ 4885-03-4 ]

[ 4885-03-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3513-81-3 ]
  • [ 4885-03-4 ]
  • [ 55849-58-6 ]
  • 2
  • [ 4885-03-4 ]
  • [ 17672-21-8 ]
  • [ 57260-71-6 ]
  • [ 1014712-37-8 ]
YieldReaction ConditionsOperation in experiment
75% With triethylamine; In toluene; The synthesis of substituted 2-aminobenzoxazoles can be readily achieved by a versatile one-pot procedure utilizing 1 , 1 -dichlorodiphenoxymethane, a primary or secondary amine, a base, and an optionally substituted 2-aminophenol. The base is preferably a tertiary amine (e.g. triethylamine, diisopropylethylamine, N- methylmorpholine, diazabicyclooctane, diazabicycloundecene, or an aromatic nitrogen heterocycle, e.g. pyridine. 1 , 1 -Dichlorodiphenoxymethane is an easily handled crystalline solid. Preferably, the reaction is carried out in the presence of triethylamine in toluene at room temperature, providing the desired substituted 2- aminobenzoxazoles in acceptable to excellent yields. A mixture of 2-aminophenol (1 mmol), amine (1 mmol), 1,1 -dichlorodiphenoxymethane (1 mmol), and triethylamine (2 mmol) in toluene (0.25 M) is stirred at temperature ranging from room ambient up to about 600C for up to about 16 hours. The mixture is washed sequentially with 1 N sodium hydroxide, 1 N hydrochloric acid and brine, dried over sodium sulfate, and filtered. The filtrate is concentrated under reduced pressure, and silica gel chromatography of the concentrate is performed with a Teledyne ISCO CombiFlash Companion unit.As shown in TABLES 3 and 4, a variety of amines and substituted 2- aminophenols can be employed in this reaction. The reaction conditions are very mild; thus sensitive functional groups were well tolerated. The reaction is clean, providing virtually spot-to-spot conversion from a 2-aminophenol to a 2- phenoxybenzoxazole to a 2-aminobenzoxazole. The work-up and purification is straightforward and easy, in many cases, a simple re-crystallization being sufficient for purification of final compounds. The reaction by-products are phenol and triethylamine hydrochloride.
 

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