Ethyl 2-(trifluoromethyl)-1H-1,3-benzodiazole-5-carboxylate synthesis
- Product Name:Ethyl 2-(trifluoromethyl)-1H-1,3-benzodiazole-5-carboxylate
- CAS Number:89457-09-0
- Molecular formula:C11H9F3N2O2
- Molecular Weight:258.2
1522-22-1
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37466-90-3
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89457-09-0
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Yield:89457-09-0 97%
Reaction Conditions:
with iron(III) trifluoromethanesulfonate in N,N-dimethyl-formamide at 80; for 24 h;
Steps:
2. Typical Procedure for the Synthesis of 2-trifluoromethylbenzimidazoles
General procedure: A flask was charged with o-phenylenediamine (1a; 54 mg, 0.5 mmol), hexafluoroacetylacetone (2; 125 mg, 0.6 mmol), Fe(OTf)3 (25 mg, 0.05 mmol), DMF (2.0 mL). The reaction was stirred at 80 °C for 24 h, when the reaction was complete monitored by TLC, the mixture was cooled to room temperature. Water (10 mL) was added to the mixure, and then extracted with EtOAc (3×30 mL). The combined organic phase was washed with water, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the product 3a (92 mg, 99%) as yellow solid.
References:
Zhou, Yanmei;Shen, Guanshuo;Sui, Yuebo;Zhou, Haifeng [Tetrahedron Letters,2016,vol. 57,# 30,p. 3396 - 3399] Location in patent:supporting information
84228-43-3
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89457-09-0
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37466-90-3
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76-05-1
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89457-09-0
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64-17-5
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82791-93-3
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89457-09-0
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619-05-6
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89457-09-0
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