HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarbonyl chloride → N-{4-[(4-butylphenyl)ethynyl)benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)cyclohexanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | 6-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one hydrochloride | HCID 68419698 | — |
| Product | N-{4-[(4-butylphenyl)ethynyl)benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)cyclohexanecarboxamide | HCID 57841368 | — |
Reaction Steps
The titled compound was prepared following the procedure J using 6-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one hydrochloride and cyclohexanecarbonyl chloride as a colorless oil (86%). 1H NMR (CDCl3, 300 MHz) δ 7.70 (d, J=2.3 Hz, 1H), 7.43 (m, 4H), 7.15 (m, 4H), 7.04 (dd, J=8.7, 2.3 Hz, 1H), 6.91 (d, J=8.7 Hz, 1H), 4.86 (s, 2H), 2.63 (t, J=7.7 Hz, 2H), 2.10 (m, 1H), 1.76 (s, 6H), 1.75-1.56 (m, 10H), 1.42-0.97 (m, 4H), 0.94 (t, J=7.4 Hz, 3H). M+ (ESI): 550.8. HPLC, Rt: 6.45 min (Purity: 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589232B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-35650de4ef8f4118945112edfdba3491 |
| Source note | uspto-grants-2009_09 |