Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Beta-Alanine | HCID 239 | — |
| Reactant | 5-(4-bromophenyl)thiophene-2-carbaldehyde | HCID 3578056 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 57994057 | HCID 57994057 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 75038129 | HCID 75038129 | — |
Reaction Steps
To a mixture of 2-(5-oxo-2-thioxoimidazolidin-1-yl)-3-phenylpropanoic acid (0.100 g, 0.378 mmol) and 5-(4-bromophenyl)thiophene-2-carbaldehyde (0.101 g, 0.378 mmol) in acetic acid 5 mL is added β-alanine (3.37 mg, 0.038 mmol) and heat to 170° C. for 30 min under microwave irradiation. The resulting reaction mixture is cooled down and the solvent is removed. The pure product (0.120 g, 0.234 mmol, red solid) is obtained by column chromatography using MeOH/DCM, 2-7% ration solvent system. 1H-NMR (CD3OD/300 MHz): 7.84 (m, 1H), 7.63 (m, 1H), 7.50 (m, 3H), 7.15 (m, 6H), 6.69 (s, 1H), 5.66 (dd, J=11.4, 5.1 Hz, 1H), 3.69 (dd, J=14.4, 12.0 Hz, 1H), 3.51 (dd, J=10.5, 5.1 Hz, 1H). MS (ES+, m/z): 511.3 (M−−1, 100.0).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759384B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-563c2ae96a264e4888149bbd27db5d7d |
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| Source note | uspto-grants-2014_06 |
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