HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → HCID 59409897, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 5-(Chloromethyl)-3-(5-chloropyridin-2-yl)-1,3-oxazolidin-2-one | HCID 59409911 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59409897 | HCID 59409897 | 67% |
Reaction Steps
A mixture of 5-(chloromethyl)-3-(5-chloropyridin-2-yl)-1,3-oxazolidin-2-one (204 mg, INTERMEDIATE 1) and sodium azide (107 mg) was heated to 100° C. in 10 ml of dimethylformamide for 15 h. The sample was then diluted with 100 ml of water and extracted with 100 ml of ethyl acetate (3×). The combined organic layers were washed with water (100 ml) and brine (100 ml). They were then dried over sodium sulfate and concentrated in vacuo to provide 139 mg (67%) of the title compound in >95% purity via LC/MS. Mass spectrum (ESI) 254.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293721B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-335e9f9e97314378bcb1d971f73d9f99 |
| Source note | uspto-grants-2012_10 |