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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046567Generated: October 30, 2026

1,1-Dimethoxyethyl(dimethyl)amine → 3-(2-Bromo-4-chloro-6-fluorophenyl)-5-methyl-1,2,4-oxadiazole

https://huagongshe.com/reaction/2046567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethoxyethyl(dimethyl)amineHCID 87835—
ReactantHCID 178513381HCID 178513381—
SolventIsopropanolHCID 3776—
Product3-(2-Bromo-4-chloro-6-fluorophenyl)-5-methyl-1,2,4-oxadiazoleHCID 6845064195.1%

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 (27.5 g, 58%) as white solid. MS: 290 (M+, 1Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592426B2
Source datasetuspto-grants-2013_11
ORD IDord-b731e5c0870145988b249bb27c856993
Source noteuspto-grants-2013_11