Fenadiazole → 2-(1,3,4-Oxadiazol-2-yl)phenyl isocyanatosulfonate

HRID 1632439

Reaktionsgleichung

Reaktionsgleichung von HRID 1632439
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[O:8]1[CH:12]=[N:11][N:10]=[C:9]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[OH:19]>C1(C)C=CC=CC=1>[N:5]([S:2]([O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:9]1[O:8][CH:12]=[N:11][N:10]=1)(=[O:4])=[O:3])=[C:6]=[O:7]

Komponenten

4

Edukt 2

HCID 13883FenadiazoleHCID 70918Chlorosulfonyl isocyanate

Produkt 1

HCID 133743752-(1,3,4-Oxadiazol-2-yl)phenyl isocyanatosulfonateAusbeute 59,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

By the procedure of Example 1, 7.1 g of chlorosulfonyl isocyanate was added to a suspension containing 8.1 g of 2-(1,3,4-oxadiazol-2-yl)phenol [prepared by the procedure of J. Maillard et al., Bull. Soc. Chim. France, 3, 529 (1961)] in 125 ml of dry toluene. The reaction mixture was stirred at 25° C. for 1 hour, then heated at 100° to 110° C. for about 0.5 hour. The resulting suspension containing a viscous oil was cooled to 25° C., filtered, and the filtrate was concentrated in vacuo to yield 8 g of the title compound as a viscous, crude oil. The IR spectrum showed an isocyanate absorption at 2220 cm-1.

Aufarbeitung

  1. customprepared by the procedure of J
  2. temperatureheated at 100° to 110° C. for about 0.5 hour
  3. additionThe resulting suspension containing a viscous oil
  4. temperaturewas cooled to 25° C.
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d3153606a076463d8f4a41691a379d86
Quelldatensatz
uspto-grants-1984_10
Patentnummer
US04475944

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