Synthesis of 3-[D7]isopropylbenzo-2-thia-1,3-diazinon-(4)-2,2- dioxide ([D7]-bentazone)
Jacquemijns M Zomer G
Jacquemijns M
Zomer G
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Series / Report no.
Open Access
Type
Report
Language
en
Date of publication
1990-12-31
Year of publication
Research Projects
Organizational Units
Journal Issue
Title
Synthesis of 3-[D7]isopropylbenzo-2-thia-1,3-diazinon-(4)-2,2- dioxide ([D7]-bentazone)
Translated Title
Synthese van 3-[D7]isopropylbenzo-2-thia-1,3-diazinon-(4)-2,2- dioxide ([D7]-bentazone)
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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.<br>
Description
Publisher
Rijksinstituut voor Volksgezondheid en Milieu RIVM
Sponsors
HIMH