Water → 5-(Methylsulfonyl)-1,3,4-thiadiazole-2-carbonitrile

A mixture of 20 ml titanium tetrachloride in 50 ml carbon tetrachloride was added dropwise at 0° to 5° C. upon stirring to 350 ml tetrahydrofuran. Subsequently, 2-methylsulfonyl-1,3,4-thiadiazole-2-carboxamide was added in batches at room temperature in an amount of 20.7 g. After continued stirring for 1 hour a solution of 50 ml triethylamine in 50 ml tetrahydrofuran was dropped into the mixture within a period of 60 minutes. The mixture was then reacted with 50 ml water, the total mixture was extracted with chloroform and the organic phase was dried over magnesium sulfate and the solvent was distilled off in a vacuum. The residue was taken up in acetic acid ethylester, subjected to boiling with activated carbon, filtered and concentrated. The residue was crystallized from chloroform/tetrahydrofuran (3:1).

1. additionwas added dropwise at 0° to 5° C.
2. additionwas dropped into the mixture within a period of 60 minutes
3. extractionthe total mixture was extracted with chloroform
4. dry with materialthe organic phase was dried over magnesium sulfate
5. distillationthe solvent was distilled off in a vacuum
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was crystallized from chloroform/tetrahydrofuran (3:1)

ORD-Eintrag

ord-f1123e2f2d714cfea99d65de1711cba0

Quelldatensatz

uspto-grants-1981_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04279907