4-Toluenesulfonyl chloride → 4,7-Bis(p-tolylsulphonyl)-1,4,7-triazacyclononane

HRID 1370674

Reaktionsgleichung

Reaktionsgleichung von HRID 1370674
[C:1]1(C)[CH:6]=CC(S(Cl)(=O)=O)=C[CH:2]=1.[C:12]1([CH3:40])[CH:17]=[CH:16][C:15]([S:18]([N:21]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25][N:24]([S:30]([C:33]3[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=3)(=[O:32])=[O:31])[CH2:23][CH2:22]2)(=[O:20])=[O:19])=[CH:14][CH:13]=1.ICCCI.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:12]1([CH3:40])[CH:17]=[CH:16][C:15]([S:18]([N:21]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25][N:24]([S:30]([C:33]3[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=3)(=[O:31])=[O:32])[CH2:23][CH2:22]2)(=[O:20])=[O:19])=[CH:14][CH:13]=1.[CH3:2][CH2:1][CH3:6].[C:12]1([CH3:40])[CH:17]=[CH:16][C:15]([S:18]([N:21]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25][N:24]([S:30]([C:33]3[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=3)(=[O:31])=[O:32])[CH2:23][CH2:22]2)(=[O:20])=[O:19])=[CH:14][CH:13]=1

Komponenten

7

Edukt 4

HCID 73974-Toluenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 123141,3-DiiodopropaneHCID 109062624,7-Bis(p-tolylsulphonyl)-1,4,7-triazacyclononane

Produkt 2

HCID 109062624,7-Bis(p-tolylsulphonyl)-1,4,7-triazacyclononaneHCID 17939386HCID 17939386, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

N,N′-bis(p-toluenesulfonyl)-1,4,7-triazacyclononane(1.1.20) was prepared by reacting(1.1.3) with two equivalents of p-toluenesulfonyl chloride. Two equivalents of N,N′-bis(p-toluenesulfonyl)-1,4,7-triazacyclononane(1.1.20) hydrobromide were reacted with one equivalent of 1,3-diiodopropane in acetonitrile with excess potassium carbonate. 1,3-Bis[N,N′-bis(p-toluenesulfonyl)-1,4,7-triazacyclononane propane(1.1.21) was isolated and purified by chromatography. The p-toluenesulfonyl groups were removed using sulfuric acid and HBr to yield the title compound (1.1.19).

Quellen und Nachweise

ORD-Eintrag
ord-1680c8a3b3354574a39e43a0b3ce940a
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06583182B1

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