HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3-Methoxy-4-nitrophenyl)(4-methylpiperazin-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 3-Methoxy-4-nitrobenzoic acid | HCID 78764 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | (3-Methoxy-4-nitrophenyl)(4-methylpiperazin-1-yl)methanone | HCID 66711301 | — |
Reaction Steps
A solution of 3-methoxy-4-nitrobenzoic acid (6.81 g, 34.54 mmol) in sulfurous dichloride (50 mL) was stirred at reflux for 8 hours. After cooling to ambient temperature, the mixture was concentrated under vacuum and the residue was dissolved in dichloromethane (60 mL). 1-Methylpiperazine (3.6 g, 36.27 mmol) was added at 0° C. and the mixture was stirred at ambient temperature for 4 hours. The mixture was poured into water (100 mL) and extracted with dichloromethane (2×200 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to provide the crude title compound. MS: 280.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212192B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5bb7849ade494e3b803a252a0398dfb2 |
| Source note | uspto-grants-2015_12 |