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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868917Generated: October 25, 2026

2-Methylbenzoxazole → 2-(Benzo[d]oxazol-2-yl)-N,N-dimethylethenamine

https://huagongshe.com/reaction/868917

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylbenzoxazoleHCID 7225—
ReactantDimethylacetamideHCID 31374—
SolventDimethylformamideHCID 6228—
Product2-(Benzo[d]oxazol-2-yl)-N,N-dimethylethenamineHCID 1497299351.7%

Reaction Conditions

Temperature145 °C

Reaction Steps

A mixture of 2-methylbenzo[d]oxazole (3 g, 22.6 mmol) in DMF (3.2 g) and dimethyl acetamide (3.5 g, 29.3 mmol) was stirred under N2 at 145° C. overnight. Then the solution was poured into ice-water and extracted with EtOAc (100 mL×2). The organic phase was washed, dried and concentrated. The residue was purified by column chromatography to get the title compound (2.2 g). MS (ESI) m/z 134 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969349B2
Source datasetuspto-grants-2015_03
ORD IDord-8751eac5577644d588bc9396371a866f
Source noteuspto-grants-2015_03