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Reaction id: 0801011015_02, verified by Personal Chemistry ©
2,6-diaminopyrim...
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4-Hydroxycoumarin
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4-chlorobenzaldehyde
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DMF
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4b
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Yield: 96% Time: 240s Temperature: 140 °C
Chemicals
| Name |
MW [g/mol] |
Density [g/ml] |
Amount [mmol] |
Mass/Volume |
| Substrate 1 |
126.119 |
1.000 |
1.000 |
126.119 mg |
| 1076-38-6 |
162.144 |
1.000 |
1.000 |
162.144 mg |
| 104-88-1 |
140.569 |
1.000 |
1.000 |
140.569 mg |
| DMF |
73.095 |
0.940 |
25.720 |
2000.000 µl |
| Product 1 |
394.818 |
1.000 |
0.000 |
0.000 mg |
Keywords
Condensation, Cyclisation, Heterocyclic, Heterocyclisation, Multicomponent, Ring closure, Ring formation
Comments
Synthesis: It was found that this combination of starting materials gave different products depending on the solvent(s) used. The concentration of the reaction mixture was found to be important for the yield obtained. The method was very general and gave good results for heteroaromatic aldehydes as well as aromatic aldehydes with electron-withdrawing or electron-donating substituents.
The initial power was set to 100 W and the maximum power to 200 W for this reaction.
Work-up and purification: After the reaction, the mixture was poured into cold water. The solid material formed was filtered off and washed with water and ethanol. The product was purified by recrystallisation from 95% ethanol.
Characterisation: By IR, 1H NMR and elemental analysis.
Instrument Settings
Absorption level: Normal
Pre-stirring time: 0s
References
Tu, S.; Li, C.; Shi, F.; Zhou, D.; Shao, Q.; Cao, L.; Jiang, B. Synthesis 2008, 369-376
Analysis
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