Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Wogonin | HCID 5281703 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44608336 | HCID 44608336 | — |
Reaction Steps
The mixture of Wogonin (28.4 g), methanol (350 ml), 37% formaldehyde solution (8.1 ml), morpholine (8.7 g) was stirred under for 4 hours at 55° 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 36.3 g of purity 99.1%. MS: (API-ES) m/z 384.5[M+H]+, 406.5[M+Na]+; 1H NMR (DMSO-d6, 400 MHz) δ 8.07˜8.08 (m, 2H, Ar-2′,6′-H), 7.61˜7.63 (m, 3H, Ar-3′,4′,5′-H), 7.00 (s, 1H, 3-H), 3.87 (s, 3H, 8-OCH3), 3.82 (s, 2H, CH2), 3.65 (s, 4H, CH2), 2.60 (s, 4H, 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-7041de148deb4e1cad1a2cbbc4d20787 |
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| Source note | uspto-grants-2013_02 |
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