Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-(2-Hydroxyethyl)piperazine | HCID 7677 | — |
| Reactant | Wogonin | HCID 5281703 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44608179 | HCID 44608179 | — |
Reaction Steps
The mixture of Wogonin (28.4 g), methanol (350 ml), 37% formaldehyde solution (8.04 ml), 4-N-hydroxyethyl-piperazine (13.1 g) was stirred under for 4 hours at 50° C., then precipitates were removed by filtration and washed several times with methanol, after drying under reduced pressure at 65° C. to get the product as yellow solid 41.7 g of purity 99.5%. MS: (API-ES) m/z 427.5[M+H]+, 449.5[M+Na]+; 1H NMR (DMSO-d6/CF3COOD, 400 MHz): δ 8.11˜8.13 (m, 2H, Ar-2′,6′-H), 7.62˜7.67 (m, 3H, Ar-3′,4′,5′-H), 7.11 (s, 1H, 3-H), 4.45 (s, 2H, CH2), 3.98 (s, 3H, 8-OCH3), 3.78 (t, 2H, —CH2—OH), 3.49-3.69 (m, 8H, CH2), 3.36 (t, 2H, N—CH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08377895B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-3a30d0dc51d64006baa6b2b0f973180c |
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| Source note | uspto-grants-2013_02 |
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