Alternatived Products of [ 30384-94-2 ]
Product Details of [ 30384-94-2 ]
| CAS No. : | 30384-94-2 |
MDL No. : | MFCD09994349 |
| Formula : |
C9H8N2O
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
160.17
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 30384-94-2 ]
| Signal Word: | Warning |
Class: | N/A |
| Precautionary Statements: | P280-P305+P351+P338 |
UN#: | N/A |
| Hazard Statements: | H302 |
Packing Group: | N/A |
| GHS Pictogram: |
|
Application In Synthesis of [ 30384-94-2 ]
* 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 [ 30384-94-2 ]
- 1
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[ 33513-42-7 ]
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[ 874-39-5 ]
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[ 30384-94-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 59% |
With trichlorophosphate |
|
Reference：
[1]Gueiffier, Alain; Lhassani, Mohammed; Elhakmaoui, Ahmed; Snoeck, Robert; Andrei, Graciela; Chavignon, Olivier; Teulade, Jean-Claude; Kerbal, Abdelali; Essassi, El Mokhtar; Debouzy, Jean-Claude; Witvrouw, Myriam; Blache, Yves; Balzarini, Jan; De Clercq, Erik; Chapat, Jean-Pierre
[Journal of Medicinal Chemistry, 1996, vol. 39, # 14, p. 2856 - 2859]
- 2
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[ 67-68-5 ]
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[ 874-39-5 ]
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[ 30384-94-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 85% |
With iron(III) chloride; oxygen; acetic acid at 100℃; for 12h; chemoselective reaction; |
Typical procedure for aerobic iron(III)-catalyzed direct formylation of imidazo[1,2-a]pyridine to form 3-formylimidazo[1,2-a]pyridine
General procedure: FeCl3 (0.025 mmol, 4 mg) and AcOH (0.1 mmol, 6 mg) was mixed with DMSO (3 mL) in a glass vial or round-bottom flask equipped with a magnetic stirring bar. Then, substrate 1 (0.5 mmol) was added. The mixture was stirred under an dioxygen atmosphere (1 atm) at 100°C for 12 h. After cooling down to room temperature, 5 mL of ethyl acetate was added and removal of the DMSO with brine, the residue was purified by flash chromatography on silica gel to obtain the desired product 2 using light petroleum ether/ethyl acetate (4:1, v/v) as eluent, which furnished the 3-formylimidazo[1,2-a]pyridine. |
| 83% |
With oxygen; copper diacetate; acetic acid at 120℃; for 24h; |
|
Reference：
[1]Xiang, Shijian; Chen, Huoji; Liu, Qiang
[Tetrahedron Letters, 2016, vol. 57, # 34, p. 3870 - 3872]
[2]Cao, Hua; Lei, Sai; Li, Naiying; Chen, Longbin; Liu, Jingyun; Cai, Huiyin; Qiu, Shuxian; Tan, Jingwen
[Chemical Communications, 2015, vol. 51, # 10, p. 1823 - 1825]
- 3
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[ 874-39-5 ]
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[ 93-61-8 ]
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[ 30384-94-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 98.8% |
With tert.-butylhydroperoxide; cyclopentadienyltricarbonyliron; [copper(II)(trifluoroacetylacetonate)2]; N-butylpyridine p-toluenesulfonate In ethanol at 80℃; for 11h; |
4
To the dry reaction vessel was added an appropriate amount of organic solvent ethanol, and then 100 mmol of the compound of formula (II), 150 mmol of compound of formula (III), 5 mmol of copper trifluoroacetylacetonate, 200 mmol of TBHP and 6 mmol of reaction aid (5 mmol Butylpyridine p-toluenesulfonate and 1 mmol of cyclooctatetriene tetracarbonyl iron) was added elevated temperature to 80 ° C and reacted at that temperature for 11 hours.After completion of the reaction, the mixture was allowed to cool to room temperature, and then the saturated aqueous solution of sodium bicarbonate was sufficiently washed. The organic phase was separated, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was separated by silica gel column chromatography (column chromatography The mixture was a mixture of ethyl acetate and n-propanol, and the volume ratio of the two was 10: 2) to give the compound of formula (I) in a yield of 98.8%. |
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