HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 22253971, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl isothiocyanate | HCID 68284 | — |
| Reactant | N-[4-(aminomethyl)cyclohexyl]-N-isopropylformamide | HCID 15896073 | — |
| Product | HCID 22253971 | HCID 22253971 | 39% |
Reaction Steps
A mixture of N-[4-(aminomethyl)cyclohexyl]-N-isopropylformamide salt (4.55 mmol, 1 equivalent), benzoyl isothiocyanate (5.46 mmol, 1.2 equivalents) and triethylamine (5.46 mmol, 1.2 equivalents) in THF (50 ml) were stirred at room temperature overnight. The removal of solvent and chromatography afforded the desired product: 39% yield, 362 (ESMS, MH+); 1H NMR (CDCl3) δ 10.87 (broad, 1H), 9.20 (broad, 1H), 8.20 & 8.18 (two s, 1H), 7.83 (d, 2H, J=7.7 Hz), 7.60 (m, 1H), 7.49 (m, 2H), 4.26 (m, 1H), 3.76 & 3.08 (two m, 1H), 3.57 (m, 2H), 1.25 (d, 3H, J=6.8 Hz), 1.19 (d, 3H, J=6.8 Hz), 1.97-1.03(m, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06214853B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-658d784e812944c9b4f8e3d42e19ea6c |
| Source note | uspto-grants-2001_04 |