HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloride → Thiazolo(4,5-d)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Chloro-N,N-dimethylformiminium chloride | HCID 77311 | — |
| Reactant | Ethyl 2-methylthio-4-aminothiazole-5-carboxamide | HCID 53935413 | — |
| Product | Thiazolo(4,5-d)pyrimidine | HCID 10351759 | — |
Reaction Steps
Reaction of N-cyanobismethylthiomethyl-eneimine with ethyl thioglycollate gives ethyl 2-methylthio-4-aminothiazole-5-carboxamide. Cyclization with formamide or equivalent, followed by desulfurization of the methylthio gives a thiazolopyrimidone, which can be activated by Vilsmeier reagent ,and the chloride displaced by the desired amine to give the desired thiazolo[4,5-d]pyrimidine derivatives as shown above.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713484B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-fa2afa19a24c42aa8e27544c04970bc3 |
| Source note | uspto-grants-2004_03 |