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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1785579Erstellt: 24. Oktober 2026

2-azido-1-(4-methylphenyl)ethanone → N-[8-(5-p-methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]methanesulfonamide

https://huagongshe.com/de/reaction/1785579

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-azido-1-(4-methylphenyl)ethanoneHCID 11008439—
EduktHCID 53416493HCID 53416493—
Edukt2-Ethoxy-8-isothiocyanato-1,4-dihydronaphthaleneHCID 86609612—
EduktHCID 86609616HCID 86609616—
ProduktN-[8-(5-p-methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]methanesulfonamideHCID 1196428664,4%

Reaktionsschritte

The title compound was prepared using the procedure as described in Example 1H, substituting the product of Example 23C (128 mg, 0.453 mmol) for the product of Example 1F and the product of Example 9A (95 mg, 0.544 mmol) for the product of Example 1G. The crude product was purified by flash chromatography eluting with 2% to 5% CH3OH/CH2Cl2 followed by 100% EtOAc which gave 116 mg (64%) of the title compound as a tan solid. 1H NMR (DMSO-d6) δ 9.13 (s, 1H), 7.61 (d, J=7.5 Hz, 1H), 7.46 (d, J=8.1 Hz, 2H), 7.30 (s, 1H), 7.23 (m, 3H), 7.11 (t, J=7.8 Hz, 1H), 6.85 (d, J=7.5 Hz, 1H), 3.58 (m, 1H), 3.11 (m, 1H), 2.99 (s, 3H), 2.87 (m, 2H), 2.56 (m, 1H), 2.31 (s, 3H), 2.01 (m, 1H), 1.66 (m, 1H); MS (ESI+) m/z 398 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07504520B2
Quelldatensatzuspto-grants-2009_03
ORD IDord-4ca613d4c76f43b0a96578213c5ac505
Quellennotizuspto-grants-2009_03