Butyl Formate → 3-Fluoro-N-(5-formylaminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide

HRID 492086

Reaktionsgleichung

Reaktionsgleichung von HRID 492086
[NH2:1][CH2:2][CH:3]1[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([NH:13][S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=3)(=[O:16])=[O:15])[CH:6]=[CH:5][C:4]1=2.[CH:24](OCCCC)=[O:25]>>[F:23][C:19]1[CH:18]=[C:17]([S:14]([NH:13][C:7]2[CH:6]=[CH:5][C:4]3[CH:3]([CH2:2][NH:1][CH:24]=[O:25])[CH2:12][CH2:11][CH2:10][C:9]=3[CH:8]=2)(=[O:16])=[O:15])[CH:22]=[CH:21][CH:20]=1

Komponenten

3

Edukt 2

HCID 11614Butyl FormateHCID 57678960N-(5-aminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-3-fluoro-benzenesulfonamide

Produkt 1

HCID 576789653-Fluoro-N-(5-formylaminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide

Versuchsvorschrift

A solution of 0.28 grams (0.837 mmoles) N-(5-aminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-3-fluoro-benzenesulfonamide in 6 mL n-butyl formate was heated under reflux for 1.5 hours. The solution was concentrated under reduced pressure. 3-Fluoro-N-(5-formylaminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide was obtained by recrystallization of the residue from 2-propanol/ethyl ether to provide 0.27 grams (89%) of 3-fluoro-N-(5-formylaminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide, m.p. 143-144° C., M+H=363

Aufarbeitung

  1. temperatureunder reflux for 1.5 hours
  2. concentrationThe solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0241e2730b6d4ec9b84180d718e64163
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531577B2

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