Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | N-Methoxyaniline | HCID 12441905 | — |
| Reactant | 5-Chloro-N-ethyl-2-nitro-4-(trifluoromethyl)benzenamine | HCID 21540600 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 21540629 | HCID 21540629 | — |
Reaction Steps
A solution of 14.0 g. (0.052 mole) of N-ethyl-3-chloro-6-nitro-4-trifluoromethylaniline and 16.98 g. (0.057 mole) of 18.23% methanolic sodium methoxide in 25 ml. of anhydrous methanol was sealed in a glass tube and heated at 119°C. for 88 hours. Removal of the solvent by distillation left a yellow solid residue which was triturated with hot chloroform. Filtration and evaporation of chloroform from the filtrate gave a crude solid residue. Crystallization of the residue from ethanol gave 12.4 g. of yellow crystalline product, m.p. 140.5° - 141.5°C. shown by its NMR spectrum to be the desired methoxyaniline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US03954788 |
|---|
| Source dataset | uspto-grants-1976_05 |
|---|
| ORD ID | ord-d8955f5ea35f489595d8ef03c0075890 |
|---|
| Source note | uspto-grants-1976_05 |
|---|