HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-{4-[2-(4-Chloro-3-nitrophenyl)-vinyl]-phenyl}-6-methoxybenzothiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-3-nitrobenzaldehyde | HCID 85505 | — |
| Reactant | Diethyl 4-(6-methoxybenzothiazol-2-yl)benzylphosphonate | HCID 13599215 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-{4-[2-(4-Chloro-3-nitrophenyl)-vinyl]-phenyl}-6-methoxybenzothiazole | HCID 67237985 | 46.4% |
Reaction Steps
Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 0.077 g, 1.92 mmol), diethyl 4-(6-methoxybenzothiazol-2-yl)benzylphosphonate (0.5 g, 1.28 mmol) and 4-chloro-3-nitrobenzaldehyde (0.26 g, 1.41 mmol) in dry THF (20 ml) to give the title compound (0.251 g, 46%) as pale orange needles after work-up and recrystallisation from 1,2-dichloroethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895313B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0b2f15ff91204b7ca17af982330bed2a |
| Source note | uspto-grants-2014_11 |