1-(6-Bromonaphthalene-2-sulfonyl)piperazine → 1-(6-Bromonaphth-2-ylsulphonyl)-4-[4-(1-imidazolyl)benzoyl]piperazine

HRID 1937319Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1937319
Cl.[N:2]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=2)[CH:6]=[CH:5][N:4]=[CH:3]1.[Br:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([S:27]([N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)(=[O:29])=[O:28])[CH:21]=[CH:20]2>C(O)C.CCCCCC>[Br:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([S:27]([N:30]1[CH2:31][CH2:32][N:33]([C:11](=[O:13])[C:10]3[CH:9]=[CH:8][C:7]([N:2]4[CH:6]=[CH:5][N:4]=[CH:3]4)=[CH:15][CH:14]=3)[CH2:34][CH2:35]1)(=[O:28])=[O:29])[CH:21]=[CH:20]2

Komponenten

4

Edukt 2

HCID 223297091-(6-Bromonaphthalene-2-sulfonyl)piperazineHCID 43810723HCID 43810723, Verbindung

Produkt 1

HCID 99366531-(6-Bromonaphth-2-ylsulphonyl)-4-[4-(1-imidazolyl)benzoyl]piperazineAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21879635Ethanol hexaneLösungsmittel

Versuchsvorschrift

By an exactly analogous method to that described in Example 1, starting from 4-(1-imidazolyl)benzoic acid hydrochloride and 1-(6-bromonaphth-2-ylsulphonyl)piperazine was prepared 1-(6-bromonaphth-2-ylsulphonyl)-4-[4-(1-imidazolyl)benzoyl]piperazine (444 mg, 85% yield), m.p. 207-209° C. (from ethanol/hexane), 1H NMR (d6DMSO) 3.0-3.2 ppm (broad s,4H), 3.5-3.8 ppm (broad s,4H), 7.1 ppm (s,1H), 7.4 ppm (d,2H), 7.6 ppm (d,2H), 7.75 ppm (s,1H), 7.8 ppm (t,2H), 8.2 ppm (t,2H), 8.3 ppm (s,1H), 8.4 ppm (s,1H), 8.45 ppm (s,1H), the spectrum also contained signals due to ethanol (<0.2 mol eq.); microanalysis, found: C, 55.0; H, 4.3; N, 10.4; S, 6.2%; C24H21N4O3BrS requires: C, 54.9; H, 4.0; N, 10.7; S, 6.1%; MS (M+H)+ 525/527.

Quellen und Nachweise

ORD-Eintrag
ord-825fbdc12d5446ffbbea31d48c250cdc
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06395731B1

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