HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (E)-N-(2,1,3-benzoxadiazol-5-ylmethoxy)-5,6-dimethoxy-2,3-dihydroinden-1-imine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 5,6-Dimethoxy-1-indanone | HCID 75018 | — |
| Reactant | O-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride | HCID 66760966 | — |
| Reactant | (E)-6,7-dimethoxy-N-[(4-nitrophenyl)methoxy]-3,4-dihydro-2H-naphthalen-1-imine | HCID 87138450 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | (E)-N-(2,1,3-benzoxadiazol-5-ylmethoxy)-5,6-dimethoxy-2,3-dihydroinden-1-imine | HCID 87138642 | 85.3% |
Reaction Steps
5,6-Dimethoxy-1-indanone (38 mg, 0.19 mmol) was subjected to reaction with O-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride (39 mg, 0.19 mmol) in ethanol (2 mL) and pyridine (0.2 mL, 2.58 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one O-4-nitrobenzyl oxime. Subjection of the material obtained on work up to flash chromatography (3:7 v/v ethyl acetate/hexane elution) afforded the title compound as off-white crystals (55 mg, 82%), m.p. 163-166° C., Rf 0.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536157B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-79490ee6dbb0457fbbbf3dc97b5fd167 |
| Source note | uspto-grants-2013_09 |