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HRID 41952Erstellt: 24. Oktober 2026

Pyridine → (E)-N-(2,1,3-benzoxadiazol-5-ylmethoxy)-5,6-dimethoxy-2,3-dihydroinden-1-imine

https://huagongshe.com/de/reaction/41952

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
Edukt5,6-Dimethoxy-1-indanoneHCID 75018—
EduktO-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochlorideHCID 66760966—
Edukt(E)-6,7-dimethoxy-N-[(4-nitrophenyl)methoxy]-3,4-dihydro-2H-naphthalen-1-imineHCID 87138450—
LösungsmittelEthanolHCID 702—
LösungsmittelEthyl acetate hexaneHCID 21226206—
Produkt(E)-N-(2,1,3-benzoxadiazol-5-ylmethoxy)-5,6-dimethoxy-2,3-dihydroinden-1-imineHCID 8713864285,3%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536157B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-79490ee6dbb0457fbbbf3dc97b5fd167
Quellennotizuspto-grants-2013_09