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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900841Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 23086909, compound

https://huagongshe.com/reaction/900841

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazoleHCID 570953—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
SolventWaterHCID 962—
ProductHCID 23086909HCID 2308690950.8%

Reaction Steps

To 25 ml of 1,2-dimethoxyethane were added 2.0 g of 5-chloro-3-methylthio-1,2,4-thiadiazole, 2.25 g of 3-chlorophenylboronic acid, 694 mg of tetrakistriphenylphosphine palladium and about 25 ml of a 2 M aqueous sodium carbonate solution, and the mixture was heated under reflux for 3 hours in a nitrogen atmosphere. Then, the reaction mixture was poured into water, and the mixture was extracted with t-butyl methyl ether. The organic layer was dried with anhydrous sodium sulfate, and the residue obtained by concentration was subjected to silica gel column chromatography to obtain 1.48 g of 3-methylthio-5-(2-chlorophenyl)-1,2,4-thiadiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361675B2
Source datasetuspto-grants-2008_04
ORD IDord-66779be1bd4541e4bbf7f288773efee7
Source noteuspto-grants-2008_04