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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872655Generated: October 30, 2026

Morpholine → Ethyl 2-(4-morpholinylmethyl)-1,3-thiazole-4-carboxylate

https://huagongshe.com/reaction/872655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-(chloromethyl)-1,3-thiazole-4-carboxylateHCID 24715135—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductEthyl 2-(4-morpholinylmethyl)-1,3-thiazole-4-carboxylateHCID 1312193593%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-4cfb45ec9ab842108f0b28701cddc979
Source noteuspto-grants-2015_03