Synthesis of 3-[D7]isopropylbenzo-2-thia-1,3-diazinon-(4)-2,2- dioxide ([D7]-bentazone) 638903003

Synthesis of 3-[D7]isopropylbenzo-2-thia-1,3-diazinon-(4)-2,2- dioxide ([D7]-bentazone)

[ Synthese van 3-[D7]isopropylbenzo-2-thia-1,3-diazinon-(4)-2,2- dioxide ([D7]-bentazone) ]

Jacquemijns M, Zomer G

31 p in English 1991

RIVM Rapport 638903003

Toon Nederlands

English Abstract
D7]Bentazone was sysnthesized from methyl antranilate and [D7 isopropylsulfamoyl chloride. [D7]Isopropylsulfamoyl chloride was prepared by treatment of [D7]isopropyl amine with chlorosulfonic acid and phosphorous pentachloride. The overall yield from D7]isopropyl amine was 7% and the isotopic purity was estimated to be >95%. Direct deuteration of bentazone with deuterium oxide did not occur and the temperature used for this deutarition (100 degr. C) caused a rearrangement. Attempts to prepare bentazone by substitution of isopropyl iodide or isopropyl toxylate to the potassium-sodium- or cesiumsalt of 1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide failed.

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