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Reaction id: 0401011027_05, verified by Personal Chemistry ©
Carbon disulfide
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3aS
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EtOH
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6a
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Yield: 70% Time: 200s Temperature: 140 °C
Chemicals
| Name |
MW [g/mol] |
Density [g/ml] |
Amount [mmol] |
Mass/Volume |
| 75-15-0 |
76.139 |
1.262 |
2.100 |
126.697 µl |
| Substrate 1 |
235.114 |
1.000 |
1.000 |
235.114 µl |
| EtOH |
46.069 |
0.810 |
35.165 |
2000.000 µl |
| Product 1 |
277.173 |
1.000 |
0.000 |
0.000 µl |
Keywords
Heterocyclic, Heterocyclisation, Ring formation
Comments
Synthesis: When carbon disulfide was added to a solution of diamino aryl ether in ethanol, a dithiocarbamate was immediately formed and precipitated. Ring formation and exclusion of H2S then took place upon heating of the mixture.
Work-up and purification: After the reaction, diethyl ether (2 ml) was added to the mixture. The product precipitate was filtered off, washed with ether and dried to afford the product as a yellow solid.
Characterisation: By 1H NMR, 13C NMR, ESI-MS and elemental analysis.
Instrument Settings
Absorption level: Normal
Pre-stirring time: 0s
References
Sandin, H.; Swanstein, M.-L.; Wellner, E. J. Org. Chem. 2004, 69, 1571-1580
Analysis
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