HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 2-Nitro-4-fluoro-5-(piperidin-1-yl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | N-(5-chloro-4-fluoro-2-nitrophenyl)acetamide | HCID 2773811 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-Nitro-4-fluoro-5-(piperidin-1-yl)aniline | HCID 18792715 | 52% |
Reaction Steps
2-Nitro-4-fluoro-5-(piperidin-1-yl)aniline (13.0 g, 52%) was prepared by an analogous procedure as described in preparation 1 (step 3) using N-(2-nitro-4-fluoro-5-chloro phenyl)acetamide (25.0 g, 0.107 mol) (obtained in preparation 1, step 2), piperidine (45.8 a, 0.537 mol), potassium hydroxide (9.0 g, 0.16 mol) and dimethyl sulfoxide (100 mL). mp 112-113° C. IR (KBr) 3472, 1234 cm-1 ; 1H NMR (CDCl3) δ 1.60 (m, 2H, CH2), 1.70 (m, 4H, (CH2)2), 3.22 (m, 4H, N(CH2)2), 5.88 (d, J=7.6 Hz, 1H), 6.08 (brs, 2H, NH2), 7.78 (d, J=14.2 Hz, 1H) ; Mass (m/z) 239 (M+.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06051570 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-3c5c10fe06874fffa63dea60e6eff067 |
| Source note | uspto-grants-2000_04 |