5-Methylthiazole → 5-Methyl-3-[[3-[[4-(tetradecyloxy)benzoyl]amino]phenyl]methyl]thiazolium bromide

HRID 1647584Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1647584
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:32])[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:8]=1.[CH3:33][C:34]1[S:38][CH:37]=[N:36][CH:35]=1>C1(C)C=CC=CC=1>[Br-:1].[CH3:33][C:34]1[S:38][CH:37]=[N+:36]([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[C:5]([NH:9][C:10](=[O:32])[C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:13][CH:12]=3)[CH:4]=2)[CH:35]=1

Komponenten

4

Edukt 2

HCID 1379805-MethylthiazoleHCID 11755784N-[3-(Bromomethyl)phenyl]-4-(tetradecyloxy)benzamide

Produkt 1

HCID 101001345-Methyl-3-[[3-[[4-(tetradecyloxy)benzoyl]amino]phenyl]methyl]thiazolium bromideAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 4 g of N-[3-(bromomethyl)phenyl]-4-(tetradecyloxy)benzamide and 3.95 g of 5-methylthiazole in 50 ml of toluene is refluxed under argon for 4 hours. The solvent is removed and ether added to the residue. The solid is collected by centrifugation and washed several times with ether then vacuum dried to give 4.4 g of the desired product as a white powder, m.p. 188°-192° C.

Aufarbeitung

  1. temperatureis refluxed under argon for 4 hours
  2. customThe solvent is removed
  3. additionether added to the residue
  4. customThe solid is collected by centrifugation
  5. washwashed several times with ether
  6. customvacuum dried

Quellen und Nachweise

ORD-Eintrag
ord-0223dd2e0974443a814545f20ff4b29d
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05432189

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