HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1,1-Dicyclohexyl-3-(4-formyl-thiazol-2-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfur trioxide-pyridine | HCID 168533 | — |
| Reactant | 1,1-Dicyclohexyl-3-(4-hydroxymethyl-thiazol-2-yl)urea | HCID 57883613 | — |
| Solvent | Dimethylsulfoxide-dichloromethane | HCID 21912085 | — |
| Product | 1,1-Dicyclohexyl-3-(4-formyl-thiazol-2-yl)urea | HCID 57883668 | 95.2% |
Reaction Steps
To a solution of 1,1-dicyclohexyl-3-(4-hydroxymethyl-thiazol-2-yl)urea (850 mg, 2.5 mmol) in 4:1 DCM/DMSO (8 mL) was added pyridine-sulfur trioxide (1.59 g, 10.0 mmol) and triethyl-amine (1.55 mL, 11.25 mmol) at 0° C. The mixture was stirred for 6 h and quenched with water (50 mL) and the layers were separated. The aqueous layer was extracted with DCM (2×50 mL). The combined organic layers was washed with water, saturated ammonium chloride solution, brine, dried over sodium sulfate and concentrated in vacuo to obtain 1,1-dicyclohexyl-3-(4-formyl-thiazol-2-yl)urea (800 mg, 2.38 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE045183E1 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-869e1bfa0afb4e099e2531c5bec5017b |
| Source note | uspto-grants-2014_10 |