Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thymidine | HCID 5789 | — |
| Reactant | 2-Chloro-N,N-diethyl-1,1,2-trifluoroethan-1-amine | HCID 136184 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,3'-Anhydrothymidine | HCID 6915752 | — |
Reaction Steps
Thymidine (85.4 g: 0.353 mol) was dissolved in 500 ml dry DMF and added to N-(2-chloro-1,1,2-trifluoroethyl) diethylamine (100.3 g: 0.529 mol) (prepared according to the method of D. E. Ayer, J. Med. Chem. 6, 608 (1963). This solution was heated at 70° C. for 30 minutes them poured into 950 ml ethanol (EtOH) with vigorous stirring. The product precipitated from this solution was filtered. The EtOH supernatent was refrigerated then filtered to yield a total of 47.75 g (0.213 mol. 60.3%) mp=228°-230° c.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05145840 |
|---|
| Source dataset | uspto-grants-1992_09 |
|---|
| ORD ID | ord-f610bcba676a46c28c9947766a7a4977 |
|---|
| Source note | uspto-grants-1992_09 |
|---|
