HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-5-methoxy-2-nitro-phenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4,5-Dichloro-2-nitroaniline | HCID 81149 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Chloro-5-methoxy-2-nitro-phenylamine | HCID 20376744 | 56% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a mixture of 4,5-dichloro-2-nitro-phenylamine (1.29 g, 6.23 mmol) and dry MeOH (2 mL), a 25 wt % solution of sodium methoxide in MeOH (10 mL) was added and the mixture stirred for 6 h at 100° C. in a sealed tube. The mixture was cooled to 23° C., poured into water (50 mL), and extracted with EtOAc (3×50 mL). The combined organic layers were washed with brine (25 mL), dried, filtered, and concentrated under reduced pressure to afford the titled compound (0.700 g, 56%). The crude material was used without further purification in the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073923B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-86ddfc3f34844b889e7d2ac6b2466f5f |
| Source note | uspto-grants-2015_07 |