HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(4-Imino-2-thioxo-1-(4-methylphenyl)-1,3-diazaspiro[4.5]dec-3-yl)-2-trifluoromethylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Isothiocyanato-2-(trifluoromethyl)benzonitrile | HCID 11615540 | — |
| Reactant | Propan-2-one--dichloromethane (1/1) | HCID 21584124 | — |
| Reactant | 1-p-Tolylaminocyclohexanecarbonitrile | HCID 59839099 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Imino-2-thioxo-1-(4-methylphenyl)-1,3-diazaspiro[4.5]dec-3-yl)-2-trifluoromethylbenzonitrile | HCID 86609854 | 8% |
Reaction Steps
Triethylamine (0.05 g, 0.5 mmol) was added to a solution of 1a (0.228 g, 1 mmol) and 9a (0.214 g, 1 mmol) in dry THF (2 ml). The reaction mixture was stirred at room temperature for 2 days and then concentrated to yield a dark residue which was subjected to flash chromatography (dichloromethane/acetone, 95:5) to afford 4-(4-imino-2-thioxo-1-(4-methylphenyl)-1,3-diazaspiro[4.5]dec-3-yl)-2-trifluoromethylbenzonitrile, 9b (0.035 g, 0.08 mmol, 8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658681B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-502f5d41c4a84ab9a2d22f622a5107c6 |
| Source note | uspto-grants-2014_02 |