Hexamethylphosphoramide → 2-tert-butyl-5-[N,N-dimethyl]amino-6-nitrobenzothiazole

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Reaction Steps

A solution of 16.2 g of 2-tert-butyl-5-chloro-6-nitrobenzothiazole, described in Example 5, in 150 ml hexamethyl phosphoric triamide is heated at 200° for 10 hours and poured into ice-water. The liquid separated is extracted with ether, dried over anhydrous sodium sulphate and the ether is evaporated under reduced pressure to give a red oil which is purified by silica gel column chromatography. Elution with benzene hexane (1:1) gives 2-tert-butyl-5-[N,N-dimethyl]amino-6-nitrobenzothiazole, melting at 65°-68°.

Provenance & Evidence