HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium methanethiolate → HCID 18507486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | Trifluoromethanesulfonic acid 2-amino-6-furan-2-yl-5-nitro-pyrimidin-4-yl ester | HCID 86583748 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 18507486 | HCID 18507486 | 46% |
Reaction Steps
A stirred solution of 335 mg (0.95 mmol) trifluoro-methanesulfonic acid 2-amino-6-furan-2-yl-5-nitro-pyrimidin-4-yl ester and 663 mg (9.46 mmol) sodium methanethiolate in 20 ml dry dioxane under argon was heated at reflux for one hour. The reaction mixture was then concentrated in vacuo. Flash chromatography (ethyl acetate) followed by recrystallisation from ether/hexane afforded 110 mg (46%) 4-furan-2-yl-6-methylsulfanyl-5-nitro-pyrimidin-2-ylamine as a yellow crystalline solid. EI-MS ni/e (%): 252 (M+, 22), 235 (26), 223 (66), 207 (100), 178 (86), 161 (44), 134 (62), 94 (90).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06586441B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-1c855649d7464f60a2df9d0ff172ebf1 |
| Source note | uspto-grants-2003_07 |