HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethoxyethyl(dimethyl)amine → 3-(2-Bromo-4-chloro-6-fluorophenyl)-5-methyl-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethoxyethyl(dimethyl)amine | HCID 87835 | — |
| Reactant | HCID 178513381 | HCID 178513381 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-(2-Bromo-4-chloro-6-fluorophenyl)-5-methyl-1,2,4-oxadiazole | HCID 68450641 | 95.1% |
Reaction Steps
To a solution of 2-bromo-4-chloro-6-fluoro-N-hydroxy-benzamidine (26.5 g, 99.25 mmol) in 2-propanol (200 ml) was added N,N-dimethylacetamide dimethyl acetal (35.2 ml, 238.20 mmol) slowly at 25° C. and the reaction mixture was stirred for 30 minutes. After completion of the reaction all volatiles were evaporated and the resulting crude product was purified by chromatography (silica gel; hexane/EtOAc 97:3) to obtain the title compound as white solid (27.5 g, 58%). MS: m/z=290 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912221B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-86fcf8362b6147c5a7a3f9f7e48e21ac |
| Source note | uspto-grants-2014_12 |