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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2238549Generated: October 29, 2026

Methanol → N-[(2,4-dichlorophenyl)methyl]-1,3,3-trimethyl-5-oxoprolinamide

https://huagongshe.com/reaction/2238549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
Reactant2,4-Dichloro-1-(isocyanomethyl)benzeneHCID 2758071—
Reactant3-Formyl-3-methylbutanoic acidHCID 24768097—
ProductN-[(2,4-dichlorophenyl)methyl]-1,3,3-trimethyl-5-oxoprolinamideHCID 67460084—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (2,4-dichlorophenyl)methyl isocyanide (0.094 g, 0.5 mmol) and 3,3-dimethyl-4-oxobutanoic acid (0.065 mg, 0.5 mmol, prepared as described below) in methanol (2 ml) was added methylamine (0.080 ml, 33% solution in ethanol). The mixture was heated to 100° C. for 30 minutes in a microwave reactor. The solvent was removed in vacuo and the residue was purified by mass-directed automated HPLC to give a colourless gum which was triturated with diethyl ether to give N-[(2,4-dichlorophenyl)methyl]-1,3,3-trimethyl-5-oxoprolinamide (0.043 g) as a sticky white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718693B2
Source datasetuspto-grants-2010_05
ORD IDord-7ad1baca3abb4612913e3b5f8a5b6451
Source noteuspto-grants-2010_05