Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Wogonin | HCID 5281703 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44608178 | HCID 44608178 | — |
Reaction Steps
The mixture of Wogonin (28.4 g), methanol (350 ml), 37% formaldehyde solution (8.04 ml), 4-N-methyl-piperazine (10.1 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 orange red solid 38.6 g of purity 99.7%. m.p.: 179° C. MS: (API-ES) m/z 397.5 [M+H]+, 419.5 [M+Na]+, 1H NMR (DMSO-d6/CF3COOD, 400 MHz): δ 8.12˜8.14 (m, 2H, Ar-2′,6′-H), 7.64˜7.66 (m, 3H, Ar-3′,4′,5′-H), 7.15 (s, 1H, 3-H), 4.44 (s, 2H, CH2), 3.96 (s, 3H, 8-OCH3), 3.43-3.74 (m, 8H, CH2), 2.93 (s, 3H, N—CH3).
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-1576da26277c4a4188b83028139ddebe |
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| Source note | uspto-grants-2013_02 |
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