HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-methoxy-2-sulfanyl-4-pyrimidinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | N-(2-hydroxyethyl)-4-(beta-(1-naphthylvinyl)pyridinium bromide) | HCID 6441477 | — |
| Product | 5-methoxy-2-sulfanyl-4-pyrimidinol | HCID 2763759 | — |
Reaction Steps
Intermediate B111 (2.64 g, 1 equiv) and thiourea (2.42 g, 4 equiv) in 1-methyl-2-pyrrolidinone (40 ml) was heated to 180° C. for 2 hours. After cooling the mixture was treated with water and the resultant solid collected by filtration. This solid was applied to a column (silica, 2% methanol/dichloromethane) to afford the title compound as a colourless solid (0.169 g). 1H-NMR (CDCl3) δ 1.22 (3H, t), 4.21 (2H, q), 5.53 (2H,br s), 7.46 (1H, t), 7.53 (1H, d), 7.81 (1H, dt), 8.07 (1H, dd).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06649619B1 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-e946e80881674f1abe35cd1dad0faf7f |
| Source note | uspto-grants-2003_11 |