Diethyl Ether → 5-Methyl-3-[[2-[[[4-(tetradecyloxy)phenyl]acetyl]amino]phenyl]methyl]thiazolium bromide

HRID 2227039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2227039
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=[O:33])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:14][CH:13]=1.[CH3:34][C:35]1[S:39][CH:38]=[N:37][CH:36]=1.CCOCC>C1(C)C=CC=CC=1>[Br-:1].[CH3:34][C:35]1[S:39][CH:38]=[N+:37]([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:9][C:10](=[O:33])[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:14][CH:13]=2)[CH:36]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 1379805-MethylthiazoleHCID 10391829N-[2-(bromomethyl)phenyl]-4-(tetradecyloxy)benzeneacetamide

Produkt 1

HCID 104387945-Methyl-3-[[2-[[[4-(tetradecyloxy)phenyl]acetyl]amino]phenyl]methyl]thiazolium bromideAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 3.0 g of N-[2-(bromomethyl)phenyl]-4-(tetradecyloxy)benzeneacetamide and 2.88 g of 5-methylthiazole in 25 ml of toluene is heated at reflux under argon for 2.5 hours. The mixture is poured into 200 ml of ether, cooled, the solid collected, washed with ether and dried to give 3.2 g of the desired product as a white powder, m.p. 124°-127° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux under argon for 2.5 hours
  3. temperaturecooled
  4. customthe solid collected
  5. washwashed with ether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1e66f7589dd747b4bfb12ac1242c9a8a
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05350759

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