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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942628Generated: November 2, 2026

Hydrochloric Acid → 5-{3-[2-Ethyl-3-(2-oxoethyl)phenyl]-1,2,4-thiadiazol-5-yl}-2-[(1-methylethyl)oxy]benzonitrile

https://huagongshe.com/reaction/1942628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-(3-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazol-5-yl)-2-[(1-methylethyl)oxy]benzonitrileHCID 66981936—
SolventTetrahydrofuranHCID 8028—
Product5-{3-[2-Ethyl-3-(2-oxoethyl)phenyl]-1,2,4-thiadiazol-5-yl}-2-[(1-methylethyl)oxy]benzonitrileHCID 86659005100%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of 5-(3-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazol-5-yl)-2-[(1-methylethyl)oxy]benzonitrile (D54) (670 mg) in tetrahydrofuran (THF) (20 mL) stirred under nitrogen at room temperature was added 2M hydrochloric acid (0.826 mL). The reaction mixture was stirred at 65° C. for 3 h. After cooling the reaction, the solution was condensed under reduced pressure to give 5-{3-[2-ethyl-3-(2-oxoethyl)phenyl]-1,2,4-thiadiazol-5-yl}-2-[(1-methylethyl)oxy]benzonitrile (D55) (647 mg), which was used directly in the next step without further purification. MS (ES): C22H21N3O2S requires 391. found 392.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-4311e8cc27424efe9b79221c775fcde7
Source noteuspto-grants-2013_03