Benzoyl chloride → 3-(Benzoyloxy)-4-methyl-1,3-thiazole-2(3H)-thione

HRID 2082014Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2082014
[OH:1][N:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]1=[S:8].C(=O)([O-])O.[Na+].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O>[C:14]([O:1][N:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]1=[S:8])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 3415933-Hydroxy-4-methyl-2(3H)-thiazolethioneHCID 516892Sodium Bicarbonate

Produkt 1

HCID 233556233-(Benzoyloxy)-4-methyl-1,3-thiazole-2(3H)-thione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

0.735 parts of 3-hydroxy-4-methylthiazol-2(3H)-thione were stirred in 50 parts of water and 0.84 parts of sodium hydrogen carbonate. The solution was screened and 0.9 parts of benzoyl chloride were added. The reaction mixture was stirred overnight at room temperature. A precipitate was formed which was separated by filtration, washed with cold water and recrystallised from ethanol to give 3-benzoyloxy-4-methylthiazol-2(3H)-thione, m.pt. 100°-102° C. By analysis the composition was found to be C, 52.4% wt; H, 3.6% wt; N, 5.6% wt and S, 25% wt. C11H9NO2S2 requires C, 52.6% wt; H, 3.6% wt; N, 5.6% wt and S, 25.5% wt.

Aufarbeitung

  1. customA precipitate was formed which
  2. customwas separated by filtration
  3. washwashed with cold water
  4. customrecrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-356595daa9bb4a95a04b333873f6d66f
Quelldatensatz
uspto-grants-1993_02
Patentnummer
US05187172

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