Reaktion #63151

Reaktionsgleichung

trichloromethyl chloroformate

2-[(phenylmethyl)thio]benzoic acid, hydrazide

→

subject compound

Ausbeute 79.8%

5-{2-[(Phenylmethyl)thio]phenyl}-1,3,4-oxadiazol-2(3H)-one

Ausbeute 79.8%

Lösungsmittel

p-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared by the procedure of South African Patent Application No
2. 2
   Sonstigeto 37° C
3. 3
   Temperatur, the suspension was refluxed for 6 hours
4. 4
   Temperaturcooled to 25° C.
5. 5
   Sonstigeto yield a precipitate
6. 6
   FiltrationThe mixture was filtered
7. 7
   Waschenwashed with water
8. 8
   Sonstigethe isolated solid was recrystallized from acetonitrile

Vorschrift

To a solution containing 12.2 g of trichloromethyl chloroformate in 130 ml of p-dioxane was added portionwise 16 g of 2-[(phenylmethyl)thio]benzoic acid, hydrazide [prepared by the procedure of South African Patent Application No. 838,416 (1983)] to cause a slight exotherm to 37° C. After stirring at ambient temperature for 0.5 hr., the suspension was refluxed for 6 hours, then cooled to 25° C. and poured onto excess ice/water to yield a precipitate. The mixture was filtered, washed with water and the isolated solid was recrystallized from acetonitrile to yield 14 g of the subject compound: m.p. 169°-172° C.

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