Ethyl orthoformate → Methyl 2-chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoate

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Reaction Steps

1.16 g (3.8 mmol) of methyl 2-chloro-3-hydrazinocarbonyl-4-methylsulfonylbenzoate and 10 ml of triethyl orthoformate were heated under reflux for 6 hours. The precipitate that had formed was filtered off with suction, washed with n-hexane and subsequently taken up in 20 ml of toluene. After the addition of p-toluenesulfonic acid, the mixture was heated at reflux for 3 hours and then cooled, washed with water, dried and concentrated. 0.62 g (52% of thoery) of methyl 2-chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoate was obtained.

Provenance & Evidence