Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 17611030 | HCID 17611030 | — |
| Product | HCID 21937402 | HCID 21937402 | 73% |
Reaction Steps
To 2.0 M solution of ethylamine in THF (8 mL, 16 mmol) slowly added 4-chloro-N-(2-dimethylaminoethyl)-3-nitrobenzamide (0.40 g, 1.5 mmol). After heating at 65° C. for 16 h, the reaction mixture was cooled, concentrated and chromatographed (silica gel, MeOH/DCM, 3:22) to afford the title compound (0.30 g, 73%) as a yellow solid. 1H-NMR (CD3OD): δ 8.75 (1H, d), 8.32 (1H, br s), 7.98 (1H, dd), 7.08 (1H, d), 3.58–3.64 (3H, m), 3.43–3.51 (2H, m), 2.94 (2H, br t), 2.62 (6H, s), 1.35 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07115640B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-b83695be6dc049e385d04febabd300c7 |
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| Source note | uspto-grants-2006_10 |
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