HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 2-Nitro-4-fluoro-5-(pyrrolidin-1-yl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| 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-(pyrrolidin-1-yl)aniline | HCID 2958748 | 85.3% |
Reaction Steps
2-Nitro-4-fluoro-5-(pyrrolidin-1-yl)aniline (12.3 g, 85%) was prepared by an analogous procedure to that described in preparation 1 (step 3) using N-(2-nitro-4-fluoro-5-chlorophenyl)acetamide (15.0 g, 0.064 mol) (obtained in preparation 1, step 2), pyrrolidine (22.9 g, 0.32 mol), potassium hydroxide (5.4 g, 0.096 mol) and dimethyl sulfoxide (60 mL). mp 115-116° C.; IR (KBr) 3478, 1536 cm-1 ; 1H NMR (CDCl3) δd 1.98 (m, 4H, (CH2)2), 3.50 (m, 4H, N(CH2)2), 5.64 (d, J=7.8 Hz, 1H), 6.09 (brs, 2H, NH2), 7.72 (d, J=14.6 Hz, 1H); Mass (m/z) 225 (M+.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06051570 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-25d6d255bf3d424986e10acb2fbf5f3d |
| Source note | uspto-grants-2000_04 |