HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl (ethoxymethylene)malonate → Diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl (ethoxymethylene)malonate | HCID 6871 | — |
| Reactant | (4-Amino-3-iodophenyl)methanol | HCID 22724559 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate | HCID 22724545 | — |
Reaction Steps
A solution of (4-amino-3-iodophenyl)methanol (5.97 g) and diethyl ethoxymethylenemalonate (5.34 mL) is heated at 100° C. for 30 min. The reaction is cooled to room temperature. The resulting solid is dissolved in a mixture of CH2Cl2 and MeOH, adsorbed onto silica and chromatographed (Biotage flash 40M, eluent CH2Cl2 (1L), 0.5% MeOH/CH2Cl2 (5L)). Product containing fractions are combined and condensed to afford diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06727248B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-881d38ee7edb4068960ffb869cfabdde |
| Source note | uspto-grants-2004_04 |