HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → Ethyl 2-(4-morpholinylmethyl)-1,3-thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 2-(chloromethyl)-1,3-thiazole-4-carboxylate | HCID 24715135 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-(4-morpholinylmethyl)-1,3-thiazole-4-carboxylate | HCID 13121935 | 93% |
Reaction Steps
2-Chloromethyl-thiazole-4-carboxylic acid ethyl ester (500 mg, 2.431 mmol) and potassium carbonate (504 mg, 3.65 mmol) were dissolved in dry DMF and morpholine (0.212 ml, 2.431 mmol) was added. The reaction mixture was stirred at RT overnight, diluted with DCM and washed with NaHCO3 and water. Organic phase was evaporated to dryness to yield the title compound (93%). 1H-NMR (400 MHz; DMSO-d6): δ 1.30 (t, 3H), 2.49-2.54 (m, 4H, overlap with DMSO), 3.58-3.63 (m, 4H), 3.84 (s, 2H), 4.29 (q, 2H), 8.47 (s, 1H). m/z [256.3+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975254B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-4cfb45ec9ab842108f0b28701cddc979 |
| Source note | uspto-grants-2015_03 |