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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198948Generated: October 30, 2026

O-Toluidine → 3-Methyl-N-(2-methylphenyl)but-2-enamide

https://huagongshe.com/reaction/1198948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
Reactant3-Methyl-2-butenoyl chlorideHCID 102394—
SolventPyridineHCID 1049—
Product3-Methyl-N-(2-methylphenyl)but-2-enamideHCID 19177433—

Reaction Steps

3-Methylbut-2-en-oylchloride (24.2 g) was added dropwise to a stirred solution of 2-methylaniline (20 g) in anhydrous pyridine (200 cm3) cooled to 0°. After 1 hour solvent was evaporated in vacuo to yield a solid which was recrystallised from ether/petroleum ether (boiling range 40-60) to afford the title compound, m.p. 105 (29.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04898872
Source datasetuspto-grants-1990_02
ORD IDord-75b2d942296f4a8e86311197647a3f77
Source noteuspto-grants-1990_02