HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)-N'-methylthiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methyl isothiocyanate | HCID 11167 | — |
| Reactant | N-(6-Chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)amine | HCID 22450432 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)-N'-methylthiourea | HCID 22450534 | 55.3% |
Reaction Steps
In 35 m of toluene, 3,79 g (0.0169 mole) of N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)amine and 2.46 g of methyl isothiocyanate were stirred for 18 hours under reflux. The toluene was distilled off, and the residue was dissolved in 120 m of AcOEt, washed with 1N HC, (two ties) and aqueous sodium chloride solution in this order and dried over MgSO4. The AcOEt was distilled off to give oil. To this oily product were added Et2O and hexane, followed by cooling to give crystals. After addition of hexane to the mixture, the crystals were collected by filtration and dried to give 2.78 g of N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)-N'-methylthiourea as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05935981 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-4c90277089854a8681247c6327b976ef |
| Source note | uspto-grants-1999_08 |