HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → ZINC 1-ethyl-3-hydroxypyrid-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Zinc | HCID 23994 | — |
| Reactant | 2,3-Dihydroxypyridine | HCID 28115 | — |
| Reactant | Zincchloride | HCID 3007855 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | ZINC 1-ethyl-3-hydroxypyrid-2-one | HCID 70373874 | — |
Reaction Steps
A chloroform solution of 1-ethyl-3-hydroxypyrid-2-one(3) is mixed with a 1M solution of zinc chloride in ethanol to provide a 2:1 molar ratio of hydroxypyridone:zinc in the mixture. After 5 minutes at 20° C., a 10 molar excess of solid sodium carbonate is added and the mixture is stirred for 10 minutes. The mixture is then filtered and the solvent evaporated to give the neutral complex containing the hydroxypyridone and Zn++ in a 2:1 proportion. Recrystallisation of the 2:1 complex from ethanol gives a white crystalline solid in essentially quantitative yield, m.p. 200° C. (with decomposition); νmax (1) 1620 cm-1 ; δ(d6DMSO), 6.80 (q, 1H), 6.30 (m, 2H), 4.01 (q, 2H), 3.3 (s, 3H), 1.23 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04665064 |
| Source dataset | uspto-grants-1987_05 |
| ORD ID | ord-f38a2eaf0a794370978680d6a03bf0f7 |
| Source note | uspto-grants-1987_05 |