4-Toluenesulfonyl chloride → 3-tosyloxymethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole

HRID 1606043

Reaktionsgleichung

Reaktionsgleichung von HRID 1606043
[OH:1][CH2:2][C:3]1[N:7]([C:8]2[S:9][C:10]([CH2:22][CH3:23])=[CH:11][C:12]=2[C:13](=[O:21])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])[C:6]([CH3:24])=[N:5][N:4]=1.[S:25](Cl)([C:28]1[CH:34]=[CH:33][C:31]([CH3:32])=[CH:30][CH:29]=1)(=[O:27])=[O:26]>N1C=CC=CC=1>[S:25]([O:1][CH2:2][C:3]1[N:7]([C:8]2[S:9][C:10]([CH2:22][CH3:23])=[CH:11][C:12]=2[C:13](=[O:21])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])[C:6]([CH3:24])=[N:5][N:4]=1)([C:28]1[CH:34]=[CH:33][C:31]([CH3:32])=[CH:30][CH:29]=1)(=[O:27])=[O:26]

Komponenten

4

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 190851734-(3-(2-Chlorobenzoyl)-5-ethylthiophen-2-yl)-3-hydroxymethyl-5-methyl[1,2,4]triazole

Produkt 1

HCID 545721073-tosyloxymethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 4.5 g of 3-hydroxymethyl-4-(3 -o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole in 50 ml of pyridine is added 2.5 g of tosyl chloride, and the mixture is allowed to stand at room temperature overnight. The solvent is distilled off, and the residue to which water is added is made alkaline with sodium bicarbonate and extracted with ethyl acetate. The ethyl acetate layer is dried over anhydrous sodium sulfate and the solvent is distilled off to give 3-tosyloxymethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole as a yellowish oil.

Aufarbeitung

  1. distillationThe solvent is distilled off
  2. additionthe residue to which water is added
  3. extractionextracted with ethyl acetate
  4. dry with materialThe ethyl acetate layer is dried over anhydrous sodium sulfate
  5. distillationthe solvent is distilled off

Quellen und Nachweise

ORD-Eintrag
ord-4c8445c14202440ca8c144c1f5132135
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03952006

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