Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | HCID 19920000 | HCID 19920000 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19919994 | HCID 19919994 | 72.1% |
Reaction Steps
A solution of 2.23 g of 2-(3-chloro-5-trifluoromethyl-2-pyridylthiomethyl)aniline and 0.83 g of pyridine in 10 ml of toluene was drop-wise added to a solution of 1.1 g of methyl chloroformate in 10 ml of toluene under stirring at 10° to 15° C. After completion of the drop-wise addition, the reaction was continued at room temperature for 2 hours. After completion of the reaction, the reaction mixture was poured into water, subjected to extraction with ethyl acetate, washed with water, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resulting residue was washed with hexane. The precipitated solid was filtered off to obtain 1.9 g of the desired product (Compound No. 1) having a melting point of 111° to 113° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05436267 |
|---|
| Source dataset | uspto-grants-1995_07 |
|---|
| ORD ID | ord-d244b057a7984229892048840cf7d91f |
|---|
| Source note | uspto-grants-1995_07 |
|---|