HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-yl)-thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Reactant | 3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-ylamine | HCID 68489591 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-yl)-thiourea | HCID 86644608 | 70% |
Reaction Steps
3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-ylamine (0.97 mmol) is dissolved in THF (10 ml) and 1,1′-thiocarbonyldiimidazole (4 eq.) is added. The reaction solution is stirred 22 hours. 32% NH4OH (20 eq.) is added and stirred 2 hours at room temperature. Water (250 ml) is added and extracted with dichloromethane. The combined organic layers are washed with brine and dried over MgSO4. The solvent is removed in vacuo. (3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-yl)-thiourea is obtained as yellow solid in a yield of 70%. HPLC (method C): 2.24 min; LC-MS (method A): 2.372 min, 344.15 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420642B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-0ea0b9bb80d84e83be2e483c6899de17 |
| Source note | uspto-grants-2013_04 |