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[ CAS No. 209540-56-7 ] {[proInfo.proName]}

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Chemical Structure| 209540-56-7
Chemical Structure| 209540-56-7
Structure of 209540-56-7 * Storage: {[proInfo.prStorage]}
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CAS No. :209540-56-7 MDL No. :
Formula : C27H12F5NO6 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 541.38 Pubchem ID :-
Synonyms :

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* 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 [ 209540-56-7 ]

[ 209540-56-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2251-50-5 ]
  • [ 3326-34-9 ]
  • [ 209540-56-7 ]
YieldReaction ConditionsOperation in experiment
With pyridine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; Example 1 Preparation of 5-(pentafluorobenzoylamino)fluorescein (1) and 5-(benzoylamino)fluorescein (2): 5-Aminofluorescein (2 g, 5.8 mmol) is dissolved in 20 mL of anhydrous N,N-dimethylformamide (DMF) that contains anhydrous pyridine (0.94 mL, 11.6 mmol). To the solution is dropwise added 20 mL of an anhydrous dichloromethane solution of pentafluorobenzoyl chloride (1.3 mL, 8.7 mmol) at 0 C. under dry nitrogen protection. The resulting mixture is gradually warmed to room temperature and stirred overnight. This reaction mixture is concentrated in vacuo, and the residue is poured into water (200 mL). The precipitate thus formed is collected by filtration and washed with water. The crude solid is redissolved in methanol (20 mL). To the solution is dropwise added 1M aqueous NaOH solution (6 mL, 6 mmol), and the resulting mixture is stirred at room temperature for 2 h. This reaction solution is neutralized with 10% HCl and concentrated in vacuo. The resulting suspension is diluted with water and filtered to collect the solid, which is then washed with water and air-dried. This treatment converts the diacylated and triacylated aminofluoresceins into the desired N-monoacylated product. The crude solid is recrystallized from ethyl acetate to afford Compound 1 as brown crystals (2.1 g, yield: 67%).
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