Thiophosgene → 2-Chloro-5-phenyl-1,3,4-thiadiazole

HRID 1076998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1076998
[C:1]1([C:7]2N=N[NH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12](Cl)([Cl:14])=[S:13]>C(COC)OC>[Cl:14][C:12]1[S:13][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:11][N:10]=1

Komponenten

4

Edukt 2

HCID 10040ThiophosgeneHCID 874255-Phenyl-1H-tetrazole

Produkt 1

HCID 2531452-Chloro-5-phenyl-1,3,4-thiadiazoleAusbeute 41,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

A stirred mixture of 74.4 g (0.50 mole) of 5-phenyl-2H-tetrazole and 74.0 g (0.65 mole) of thiophosgene in 550 ml of dimethoxyethane was allowed to reflux overnight. The reaction mixture was cooled and filtered. The filtrate was taken to dryness at reduced pressure and the resulting residue leached with two 220-ml portions of hexane. Upon cooling and concentration of the combined hexane portions 40.5 g of the desired product was obtained: mp 82°-84° (lit. 86°-88°).

Aufarbeitung

  1. temperatureto reflux overnight
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. temperatureUpon cooling

Quellen und Nachweise

ORD-Eintrag
ord-31c345209c834c1ba86f574ccd76656a
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03959301

Notizen zur Reaktion

Wird geladen…