HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylimidazole → 2,3'-Anhydrothymidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylimidazole | HCID 1390 | — |
| Reactant | Thymidine | HCID 5789 | — |
| Reactant | diphenyl sulfite | HCID 11390667 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 2,3'-Anhydrothymidine | HCID 6915752 | 65% |
Reaction Steps
For example, when thymidine is heated at ca 156° C. for 45 minutes with a four fold excess of diphenyl sulphite (see, for example, Gerrard, W., J. Chem. Soc., 218, (1940)) in the presence of a catalytic amount of N-methylimidazole in N,N-dimethylacetamide solution, and is then worked-up under basic conditions. 2,3'-anhydrothymidine may easily be isolated in almost 65% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04937329 |
| Source dataset | uspto-grants-1990_06 |
| ORD ID | ord-7921a2ef8ad443e483afa3824a4ee820 |
| Source note | uspto-grants-1990_06 |