Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | Wogonin | HCID 5281703 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68633971 | HCID 68633971 | — |
Reaction Steps
The mixture of Wogonin (28.4 g), methanol (350 ml), 37% formaldehyde solution (8.1 ml), piperazine (8.6 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 36.1 g of purity 99.1%. MS: (API-ES) m/z 383.5[M+H]+; 1H NMR (DMSO-d6, 400 MHz) δ 8.13˜8.14 (m, 2H, Ar-2′,6′-H), 7.64˜7.66 (m, 3H, Ar-3′,4′,5′-H), 7.14 (s, 1H, 3-H), 4.43 (s, 2H, CH2), 3.98 (s, 3H, 8-OCH3), 3.36 (s, 4H, CH2), 3.56 (s, 4H, CH2), 1.25 (s, 1H, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08377895B2 |
|---|
| Source dataset | uspto-grants-2013_02 |
|---|
| ORD ID | ord-73325dcee72743d587ad6d7beb34c2c2 |
|---|
| Source note | uspto-grants-2013_02 |
|---|