HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626544Generated: October 25, 2026
1-Methylpiperazine → 4-Methylpiperazine-1-carboxamide
https://huagongshe.com/reaction/626544
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Phenyl carbamate | HCID 69322 | — |
| Catalyst | Ytterbium triflate | HCID 2733225 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Methylpiperazine-1-carboxamide | HCID 410261 | 68% |
Reaction Steps
To a solution of phenyl carbamate (20.0 g, 146 mmol) in MeCN (200 mL) was added N-methylpiperazine (20.00 g, 200 mmol) followed by catalytic amount of ytterbium triflate (0.500 g, 1.061 mmol) and the resulting mixture was heated at 80° C. for 1 h. The solvent from the reaction mixture was completely evaporated and the residue was crystallized from MTBE to provide 4-methylpiperazine-1-carboxamide (14.2 g, 68% yield) as white solid 1H NMR (400 MHz, DMSO-d6): δ 5.92 (s, 2H), 3.42 (t, J=4.9 Hz, 4H), 2.19 (t, J=4.9 Hz, 4H), 2.14 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309224B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-595f204a14c54ab191ade6c88de3a1b8 |
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| Source note | uspto-grants-2016_04 |
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