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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68537Generated: October 26, 2026

Toluene → N-Cyanoacetylethylcarbamate

https://huagongshe.com/reaction/68537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantCarbamic acid, ethyl esterHCID 5641—
ReactantCyanoacetic acidHCID 9740—
ReactantPhosphorus oxychlorideHCID 24813—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-CyanoacetylethylcarbamateHCID 2311267%

Reaction Steps

2-cyanoacetic acid (85 g, 1 mol) and ethyl aminoformate (89 g, 1 mol) were added to toluene (500 mL). To the mixture was slowly added phosphorus oxychloride (45 mL, 0.5 mol), and then added DMF (5 mL). The reaction was conducted at 70° C. for 2 h. After cooling, water (500 mL) was added to the reaction solution to quench phosphorus oxychloride. The reaction is filtered by suction. The filtered cake was washed with ethyl ether and dried to produce a white solid (104 g) in a yield of 67%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822465B2
Source datasetuspto-grants-2014_09
ORD IDord-710c1d615b944b7f9adc6d68cc7a8ce0
Source noteuspto-grants-2014_09