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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880042Generated: October 31, 2026

Toluene → N-Cyanoacetylethylcarbamate

https://huagongshe.com/reaction/880042

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 numberUS08993566B2
Source datasetuspto-grants-2015_03
ORD IDord-d1dc5d4379d8438cb8adab6c60c6f031
Source noteuspto-grants-2015_03