HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitroamino-5-(2-methoxy-4-pyridyl)methyl-4-pyrimidone → 2-[2-(2-Thiazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitroamino-5-(2-methoxy-4-pyridyl)methyl-4-pyrimidone | HCID 12783833 | — |
| Reactant | 2-[(Thiazol-2-yl)methylthio]ethylamine | HCID 12923403 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[2-(2-Thiazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone | HCID 12788673 | 41% |
Reaction Steps
An equimolar mixture of 2-nitroamino-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone and 2-(2-thiazolylmethylthio) ethylamine was heated under reflux in ethanol for 18 hours. The solid which crystallised out on cooling was purified by column chromatography on silica gel and recrystallisation from 2-propanol-ethanol to give 2-[2-(2-thiazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone, m.p. 105.5-106.5° in 41% yield. The latter compound was heated under reflux in 2N hydrogen chloride in ethanol for 24 hours to give 2-[2-(2-thiazolylmethylthio)ethylamino]-5-(2-hydroxy-4-pyridylmethyl)-4-pyrimidone monohydrochloride, m.p. 169-173°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04255428 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-56db9e6533094204b55d3a919c30f6ab |
| Source note | uspto-grants-1981_03 |