Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73885Generated: October 29, 2026

Aniline → 2-Phenylaminomethylene-malonic acid diethyl ester

https://huagongshe.com/reaction/73885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Product2-Phenylaminomethylene-malonic acid diethyl esterHCID 264327—

Reaction Conditions

Temperature145 °C

Reaction Steps

A mixture of aniline (25.6 g, 0.28 mol) and diethyl 2-(ethoxymethylene)malonate (62.4 g, 0.29 mol) was heated at 140-150° C. for 2 h. The mixture was cooled to room temperature and dried under reduced pressure to afford 2-phenylaminomethylene-malonic acid diethyl ester as a solid, which was used in the next step without further purification. 1H NMR (d-DMSO) δ 11.00 (d, 1H), 8.54 (d, J=13.6 Hz, 1H), 7.36-7.39 (m, 2H), 7.13-7.17 (m, 3H), 4.17-4.33 (m, 4H), 1.18-1.40 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829204B2
Source datasetuspto-grants-2014_09
ORD IDord-b189333a22ed47f88b5670f3b0920111
Source noteuspto-grants-2014_09