Tetrahydrofuran → N-(4-(1-adamantyl)-2-methylphenyl)-2-chloro-5-nitrobenzenesulfonamide

HRID 719760

Reaktionsgleichung

O1CCCC1.Cl.[C:7]12([C:17]3[CH:23]=[CH:22][C:20]([NH2:21])=[C:19]([CH3:24])[CH:18]=3)[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH2:8]1)[CH2:14]2.C(N(CC)CC)C.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][C:34]=1[S:42](Cl)(=[O:44])=[O:43]>O>[C:7]12([C:17]3[CH:23]=[CH:22][C:20]([NH:21][S:42]([C:34]4[CH:35]=[C:36]([N+:39]([O-:41])=[O:40])[CH:37]=[CH:38][C:33]=4[Cl:32])(=[O:44])=[O:43])=[C:19]([CH3:24])[CH:18]=3)[CH2:14][CH:13]3[CH2:15][CH:9]([CH2:10][CH:11]([CH2:12]3)[CH2:16]1)[CH2:8]2

Komponenten

Reaktionsbedingungen

Temperatur: 40 °C

Versuchsvorschrift

To 5 mL of a tetrahydrofuran solution comprising 250 mg of 4-(1-adamantyl)-2-methylaniline hydrochloride and 200 mg of triethylamine, 5 mL of a tetrahydrofuran solution comprising 230 mg of 2-chloro-5-nitrobenzenesulfonylchloride was dropwise added, followed by stirring at about 40° C. for about 7 hours. After the mixture was left to stand for cooling, water was added thereto, extraction with chloroform, drying over salt cake and concentration under reduced pressure were carried out to obtain crude crystals. The crude crystals were recrystalized from ether to obtain 150 mg of N-(4-(1-adamantyl)-2-methylphenyl)-2-chloro-5-nitrobenzenesulfonamide (Compound No. 48) having a melting point of 238° C.

Aufarbeitung

additionwas dropwise added
waitAfter the mixture was left
temperaturefor cooling
extractionextraction with chloroform
dry with materialdrying over salt cake and concentration under reduced pressure
customto obtain crude crystals
customThe crude crystals were recrystalized from ether

Quellen und Nachweise

ORD-Eintrag: ord-777acafa4f66488789b044b218be0731
Quelldatensatz: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07132546B2

Verknüpfte Notizen

Wird geladen…