HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68511562, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 6-chloropyridine-3-carboxylate | HCID 254249 | — |
| Reactant | Thiomorpholine 1,1-dioxide | HCID 6484228 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 68511562 | HCID 68511562 | 41.1% |
Reaction Steps
A solution of methyl 6-chloronicotinate (3.43 g, 20 mmol), thiomorpholine 1,1-dioxide (2.70 g, 20 mmol) and sodium carbonate (2.54 g, 24 mmol) in NMP (40 mL) was heated to 90° C. for 3 days. The reaction mixture was poured into water and the white solid formed was filtered off to give 2.22 g 6-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-nicotinic acid methyl ester. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over Na2SO4, filtered and the solvents were evaporated. The residue was triturated with diethyl ether and the solid filtered off to yield another 1.18 g 6-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-nicotinic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324250B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-be1ee2e26da84fd890c2fba6b9b68690 |
| Source note | uspto-grants-2012_12 |