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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1064322Generated: October 31, 2026

Dimethylformamide dimethyl acetal → 5-(3-Dimethylaminoprop-2-en-1-oyl)-1,2-dimethylimidazole

https://huagongshe.com/reaction/1064322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant3-(dimethylamino)-1-(2-methyl-1H-imidazol-5-yl)-2-propen-1-oneHCID 1477092—
Product5-(3-Dimethylaminoprop-2-en-1-oyl)-1,2-dimethylimidazoleHCID 6931054929%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-(3-Dimethylaminoprop-2-enoyl)-2-methylimidazole (350 mg, 1.95 mmol) was suspended in DMFDMA (14 ml) and the mixture stirred and heated at 100° C. for 56 hours. The excess DMFDMA was removed by evaporation and the residue purified by chromatography eluting with DCM/MeOH (94:6) to give the title compound 111 mg, (29%) as a solid. NMR (CDCl3): 2.40 (s, 3H), 3.00 (s, 6H), 3.88 (s, 3H), 5.50 (d, 1H), 7.47 (s, 1H), 7.65 (d, 1H); m/z 194.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06969714B2
Source datasetuspto-grants-2005_11
ORD IDord-3889cb8d7a894cf39623f3520a3c7a05
Source noteuspto-grants-2005_11