HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dimethoxyethane → HCID 23086909, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazole | HCID 570953 | — |
| Reactant | (3-Chlorophenyl)boronic acid | HCID 2734323 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23086909 | HCID 23086909 | 50.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361675B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-66779be1bd4541e4bbf7f288773efee7 |
| Source note | uspto-grants-2008_04 |