Phenylhydrazine → 1,2,3-Benzothiadiazole

HRID 463596

Reaktionsgleichung

Reaktionsgleichung von HRID 463596
[NH2:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[S:9](Cl)(Cl)=O.S(=NC1C=CC=CC=1)=O.S(Cl)Cl>C(O)C.C1(C)C=CC=CC=1>[S:9]1[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[N:2]=[N:1]1

Komponenten

7

Edukt 4

HCID 7516PhenylhydrazineHCID 24386Thionyl ChlorideHCID 25353Sulfur dichlorideHCID 70739Benzenamine, N-sulfinyl-

Produkt 1

HCID 675051,2,3-Benzothiadiazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A dinitrobenzene (I) is reacted with, for example, ammonium chloride and iron or with hydrogen gas and palladium on activated carbon in a solvent such as ethanol or toluene and at elevated temperature to give the corresponding aminoaniline (VII). The aminoaniline (VII) is reacted with, for example, thionyl chloride, N-thionyl aniline or sulfur dichloride in a solvent such as toluene or ethanol and at elevated temperature to yield a benzothiadiazole of formula (A'").

Quellen und Nachweise

ORD-Eintrag
ord-5c6efc75208d43b2a46b7ee1ae47db56
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544400

Verknüpfte Notizen

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