Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Mercaptoethanol | HCID 1567 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1H-Pyrazole, 3,4,5-trichloro-1-methyl- | HCID 1475184 | — |
| Catalyst | 18-Crown-6 | HCID 28557 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13341318 | HCID 13341318 | 38.1% |
Reaction Steps
To a mixture of 26.5 g (0.34 moles) 2-mercaptoethanol, 19 g of 85% potassium hydroxide, and a few drops of 18-Crown-6 in 250 ml of DMSO, 60 g (0.32 moles) 1-methyl-3,4,5-trichloropyrazole were added in portions. When the addition was complete, the reaction mixture was heated to 140° C. for 1 day. The cooled reaction mixture was diluted with water and extracted with ether. The organic phase was washed four times with 200 ml water per time, dried and stripped. The crude product was chromatographed on a silica gel column. The product, 1-methyl-3,4-dichloro-5-(2-hydroxyethylthio)pyrazole, was eluted from the column with ethyl acetate, yielding 27.7 g (37.7% yield) of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04474797 |
|---|
| Source dataset | uspto-grants-1984_10 |
|---|
| ORD ID | ord-9a118f33ec6c486081b7ca72f01f3ece |
|---|
| Source note | uspto-grants-1984_10 |
|---|