2,2',4'-Trichloroacetophenone → 5-(2,4-dichlorophenyl)-N-phenyl-6H-1,3,4-thiadiazin-2-amine;hydrochloride

HRID 1105565

Reaktionsgleichung

Reaktionsgleichung von HRID 1105565
[C:1]1([NH:7][C:8](=[S:11])[NH:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][C:13]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:14]=1[C:15](=O)[CH2:16]Cl>CO>[ClH:12].[Cl:12][C:13]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:14]=1[C:15]1[CH2:16][S:11][C:8]([NH:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:9][N:10]=1

Komponenten

4

Edukt 2

HCID 202502,2',4'-TrichloroacetophenoneHCID 730679Hydrazinecarbothioamide, N-phenyl-

Produkt 1

HCID 1784785355-(2,4-dichlorophenyl)-N-phenyl-6H-1,3,4-thiadiazin-2-amine;hydrochlorideAusbeute 116,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

4.54 g (0.03 mole) of 4-phenyl-thiosemicarbazide and 6.70 g (0.03 mole) of 2,4-dichlorophenacyl chloride are reacted in 200 ml of methanol using the conditions of Example 2. Recrystallization of the solid is from methanol/ethyl acetate, yielding 6.5 g of 5-(2,4-dichlorophenyl)-N-phenyl-6H-1,3,4-thiadiazin-2-amine monohydrochloride. m.p. 186° C. The solid was subsequently dried under high vacuum at 65° C.

Aufarbeitung

  1. customRecrystallization of the solid

Quellen und Nachweise

ORD-Eintrag
ord-d21c7f8b06ec4e60955692028215be4e
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04309426

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