HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-((4-Methylpiperazin-1-yl)methyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Methyl-4-(4-nitrobenzyl)piperazine | HCID 677795 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 4-((4-Methylpiperazin-1-yl)methyl)aniline | HCID 3153996 | 77.3% |
Reaction Steps
1-methyl-4-(4-nitrobenzyl)-piperazine (F652-01, 4.67 g, 19.9 mmol), methanol (100 mL), zinc powder (6.5 g, 99.3 mmol) and ammonium chloride (4.3 g, 79.5 mmol) were placed in a reaction vessel and heated for 2 hours under reflux. After returning to room temperature, the reaction mixture was filtered through Celite. The solvent of the filtrate was distilled off under reduced pressure to obtain a solid. Diethyl ether was added to the solid, and insoluble components were removed by filtration. 4-(4-methylpiperazin-1-ylmethyl)phenylamine (F652-02, white solid, 3.16 g, 77%) was obtained by removing the solvent of the filtrate by distillation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399464B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-7212c0d3a057432281b24629c4ff54b6 |
| Source note | uspto-grants-2013_03 |