HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Amino-3-bromo-2,5-difluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 4-Amino-2,5-difluorobenzonitrile | HCID 2735900 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-Amino-3-bromo-2,5-difluorobenzonitrile | HCID 14621019 | 93.9% |
Reaction Steps
A mixture of bromine (1.65 mL, 32 mmol), water (2 mL), and 4-amino-2,5-difluorobenzonitrile (5 g, 32 mmol) in acetic acid (50 mL) was stirred at RT for 16 h. The mixture was poured into ice cooled saturated sodium bicarbonate solution, causing a solid to separate out. The solid was filtered and washed with water. The solid was then dissolved in DCM, washed with water, dried over sodium sulfate, filtered, and concentrated to afford 7 g (92%) of the title compound. 1H NMR (300 MHz, CDCl3): δ 7.18-7.21 (m, 1H), 4.80 (br. s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378104B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-462d0895a7ef4bb5b090541c1dc150e0 |
| Source note | uspto-grants-2013_02 |