HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → 3-(4-Methylpiperazin-1-yl)-2-nitroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 3-Chloro-2-nitroaniline | HCID 101068 | — |
| Product | 3-(4-Methylpiperazin-1-yl)-2-nitroaniline | HCID 46179982 | 59% |
Reaction Steps
A mixture of 3-chloro-2-nitro-phenylamine (172.6 mg, 1 mmol) and 1-methyl-piperazine (1.5 mL) was heated at 200° C. in a Biotage Initiator Sixty microwave reactor for 15 min, cooled to the room temperature, and concentrated under reduced pressure. The residue was purified by chromatography (500:10:1 CH2Cl2/MeOH/28% aqueous NH4OH) to afford the title compound (139 mg, 59%). 1H NMR (MeOH-d4) δ 2.32 (s, 3H), 2.55 (m, 4H), 2.99 (m, 4H), 6.45 (d, J=9 Hz, 1H), 6.57 (d, J=9 Hz, 1H), 7.15 (dd, J=9 Hz and 9 Hz, 1H). ESI-MS m/z 237.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629147B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-0586d3ba7bc9489db56c80fa9b58414a |
| Source note | uspto-grants-2014_01 |