Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Beta-Alanine | HCID 239 | — |
| Reactant | HCID 16768839 | HCID 16768839 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 86636692 | HCID 86636692 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 75038379 | HCID 75038379 | — |
Reaction Steps
To a mixture of 2-(5-oxo-2-thioxoimidazolidin-1-yl)butanoic acid (0.130 g, 0.643 mmol) and 5-(3,4-dichloro-phenyl)thiophene-2-carbaldehyde (0.155 g, 0.643 mmol) in acetic acid 5 mL is added β-alanine (5.72 mg, 0.064 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 (0.060 g, 0.141 mmol, red solid) is obtained by column chromatography using MeOH/DCM, 2-7% ration solvent system. 1H-NMR (CD3OD/300 MHz): 7.97 (d, J=2.1 Hz, 1H), 7.68 (dd, J=8.4, 2.1 Hz, 1H), 7.49 (d, J=4.8 Hz, 1H), 7.02 (m, 2H), 6.48 (s, 1H), 5.31 (dd, J=11.1, 5.4 Hz, 1H), 2.32 (m, 2H), 0.93 (t, J=7.2 Hz, 3H). MS (ES−, m/z): 423.3 (M−, 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-d0d19d2984f94d4d85abbfb70add570a |
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| Source note | uspto-grants-2014_06 |
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