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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182152Generated: October 25, 2026

Phenyl 5-ethyl-1,3,4-thiadiazol-2-ylcarbamate → 1-{3-[3-(4-Chloro-benzyl)-azetidin-1-yl]-propyl}-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-urea

https://huagongshe.com/reaction/1182152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl 5-ethyl-1,3,4-thiadiazol-2-ylcarbamateHCID 66876196—
Reactant3-(3-(4-Chlorobenzyl)azetidin-1-yl)propan-1-amineHCID 69409123—
SolventDimethyl SulfoxideHCID 679—
Product1-{3-[3-(4-Chloro-benzyl)-azetidin-1-yl]-propyl}-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-ureaHCID 10150676—

Reaction Steps

A solution of 3-[3-(4 chloro-benzyl)-azetidin-1-yl]-propylamine (0.100 mg, 0.418 mmol) and (5-ethyl-[1,3,4]thiadiazol-2-yl)-carbamic acid phenyl ester (0.11 mg, 0.439 mmol) in DMSO is stirred at room temperature for 18 hours then partitioned between ethylacetate and water. The organic phase is washed with brine and dried over magnesium sulphate and evaporated. The crude product is purified by flash silica chromatography using 5% methanol in DCM as eluent to afford 1-{3-[3-(4-chloro-benzyl)-azetidin-1-yl]-propyl}-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-urea. [M+H] 394.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-ada1071260eb4f528c5b64d0239dc748
Source noteuspto-grants-2007_10