Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-(2-Hydroxyethyl)piperazine | HCID 7677 | — |
| Reactant | Baicalein | HCID 5281605 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44608175 | HCID 44608175 | — |
Reaction Steps
The mixture of Baicalein (27 g), methanol (350 ml), 37% formaldehyde solution (8.04 ml), 4-N-hydroxyethyl-piperazine (13.1 g) was stirred under for 4 hours at 51° C., then precipitates were removed by filtration and washed several times with methanol, after drying under reduced pressure at 55° C. to get the product as yellow solid 40.3 g of purity 98.5%. m.p.: 192° C. MS: (API-ES) m/z 413.3 [M+H]+, 435.2 [M+Na]+, 825.5[2M+H]+, 847.5[2M+Na]+; 1H NMR (DMSO-d6/CFCOOD, 400 MHz): δ 8.18˜8.19 (m, 2H, Ar-2′,6′-H), 7.61˜7.67 (m, 3H, Ar-3′,4′,5′-H), 7.09 (s, 1H, 3-H), 4.73 (s, 2H, CH2), 3.76 (t, 2H, —CH2—OH), 3.59-3.69 (m, 8H, CH2), 3.33 (t, 2H, N—CH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08377895B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-fb295a112b1442128f8363f07572d934 |
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| Source note | uspto-grants-2013_02 |
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