HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 2-Amino-5-(4-nitrophenyl)furan-3,4-dicarboxylic acid diethylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | 4-Nitrobenzoyl-chloroacetic acid ethyl ester | HCID 13593391 | — |
| Reactant | HCID 86596802 | HCID 86596802 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Amino-5-(4-nitrophenyl)furan-3,4-dicarboxylic acid diethylester | HCID 69416847 | — |
Reaction Steps
105 g (0.39 mols, 1 eq) of 4-nitrobenzoyl-chloroacetic acid ethyl ester are dissolved in 600 ml of THF. To this solution are added, on a water bath (T=35° C.), in portions, 49.4 g (0.37 mols) of finely ground sodium cyanoacetic acid ethyl ester (preparation: Chem, Ber. 1962, 95, 307-318.). It is stirred over night (under N2), fully concentrated by evaporation, and extracted with H2O and CH2Cl2. The combined CH2Cl2 phase is washed with H2O, and finally dried over MgSO4 and freed from solvent. Crystallisation from toluene yields the title compound, m.p.: 174-177° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07294633B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-6f3993f5811b41b4ba112e8c77ef7f1d |
| Source note | uspto-grants-2007_11 |