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CAS No. : | 95-84-1 | MDL No. : | MFCD00007699 |
Formula : | C7H9NO | Boiling Point : | - |
Linear Structure Formula : | (HO)C6H3(CH3)(NH2) | InChI Key : | ZMXYNJXDULEQCK-UHFFFAOYSA-N |
M.W : | 123.15 | Pubchem ID : | 7264 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With montmorillonite KSF clay; In acetonitrile; at 90℃; for 14h;Green chemistry; | General procedure: The catalyst (100 mg) was added to a mixture of 1,3-diketone 2 (1.1 mmol) and o-aminophenol 1a or o-aminothiophenol 1b (1.0 mmol). The mixture was stirred at 90 C in the presence of 10 mL acetonitrile. The progress of the reaction was monitored by TLC using ethyl acetate and hexane as eluent. After complete conversion, the reaction mixture was filtered, the catalyst was washed, and the solvent was removed under reduced pressure. The crude material was purified by column chromatography or recrystallization to afford the pure product 3a/b. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 150℃; for 16h;Sealed tube; Inert atmosphere; | General procedure: A sealed tube equipped with a magnetic stir bar was charged with the corresponding 1-bromo -2-fluoro (or chloro) benzene/ 1-fluoro-2-iodobenzene (1 mmol), amino phenol (1 mmol), Pd(OAc)2 (5 mol%), xantphos (5 mol%) and DBU (2.5 mmol). The tube was purged with argon. Then DMF (10 V) was added followed by the addition of Co2(CO)8 (0.25 mmol). The tube was closed with seal plug instantly. The reaction tube was placed in a pre heated oil bath at 150 0C for 16 h. On completion, the reaction mixture was cooled to room temperature, added water and ethyl acetate (1:1). Precipitated solid was filtered through a Celite bed. The bed was washed thoroughly with ethyl acetate. Organic layer was separated. Aqueous layer extracted with EtOAc. The combined organic layers were washed with water, brine, dried over anhydrous sodium sulphate. Organic layer was concentrated under reduced pressure and purified by flash column chromatography on silica gel (230-400 mesh) with ethyl acetate and petroleum ether as eluent to afford the corresponding dibenzoxazepinones. |