HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thiomorpholine 1,1-dioxide | HCID 6484228 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl chloride | HCID 21694907 | — |
Reaction Steps
Thiomorpholine 1,1-dioxide (1 g; 7.397 mmolline) is dispersed in THF (50 mL). Triethylamine (1.238 mL; 8.88 mmol) is added, followed by 20% phosgene in toluene (11.743 mL; 22.2 mmol). The reaction mixture is stirred at room temperature for 18 hours. The reaction mixture is diluted with diethyl ether and filtered through Celite®. The Celite® is washed with diethyl ether several times and the combined filtrates are concentrated in vacuo to afford the title compound. H NMR (400 MHz, CDCl3): δ 3.1-3.2 (m; 4H), 4.1-4.3 (d, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889670B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-17d2f193529b41e4bec9a3d07c0f1012 |
| Source note | uspto-grants-2014_11 |