HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-Cyanoacetylethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Carbamic acid, ethyl ester | HCID 5641 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Cyanoacetylethylcarbamate | HCID 23112 | 67% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822465B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-710c1d615b944b7f9adc6d68cc7a8ce0 |
| Source note | uspto-grants-2014_09 |