HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylbenzoic acid → Mepronil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylbenzoic acid | HCID 8373 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3-(Propan-2-yloxy)aniline | HCID 573220 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | Mepronil | HCID 41632 | 77.9% |
Reaction Steps
A 13.6 g (0.1 mol) portion of o-methylbenzoic acid, 15.1 g (0.1 mol) of m-isopropoxyaniline and 10.1 g (0.1 mol) of triethylamine were dissolved in 100 ml of xylene. A 5.1 g (0.033 mol) amount of phosphorus oxychloride was added dropwise to the prepared solution with stirring at 90° - 100° C. Stirring of the resulting solution was continued at 90° - 100° C for 3 hours. The reaction mixture was cooled and washed with water, and the product was dried over anhydrous sodium sulfate. The xylene was removed to obtain 20.9 g (77.9%) of white prismatic crystals having a melting point of 92°-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03985804 |
| Source dataset | uspto-grants-1976_10 |
| ORD ID | ord-047315b6dd9645c3a248bc4d168187fd |
| Source note | uspto-grants-1976_10 |