HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-1-propanol → 4-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-1-propanol | HCID 9086 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Fluoro-3-nitrobenzonitrile | HCID 2774654 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile | HCID 22349316 | 99.1% |
Reaction Steps
A mixture of 4-fluoro-3-nitrobenzonitrile (1.0 g; 6.02 mmol), 0.502 ml (6.62 mmol) of 3-amino-propan-1-ol and 1.15 ml (6.62 mmol) of diisopropylethylamine in 5 ml THF is stirred at rt for 1 hr (temperature raises somewhat at the beginning). After concentration in vacuo the residue is dissolved in 50 ml of ethyl acetate, washed with 50 ml of 4% aqueous sodium hydrogen carbonate and brine, dried and concentrated. 1.32 g of pure title compound as a solid are thus obtained (99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233108B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-5d0c142ce289451f80b92e96fccac0b6 |
| Source note | uspto-grants-2016_01 |