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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182153Generated: October 26, 2026

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

https://huagongshe.com/reaction/1182153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl 5-ethyl-1,3,4-thiadiazol-2-ylcarbamateHCID 66876196—
Reactant(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propylamineHCID 69409912—
SolventDimethyl SulfoxideHCID 679—
Product1-{(R)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-ureaHCID 10126884—

Reaction Steps

A solution of (R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propylamine (0.145 mg, 0.569 mmol) and (5-ethyl-[1,3,4]thiadiazol-2-yl)-carbamic acid phenyl ester (0.142 mg, 0.569 mmol) in DMSO is stirred at room temperature for 4 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 recrystallised from hot ethylacetate to afford 1-{(R)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-urea. [M+H] 410.14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-bde66ebe4c6e4280912343d9ba9d4257
Source noteuspto-grants-2007_10