3-(Trifluoromethyl)benzaldehyde → 4-(Bicyclo[2.2.1]hept-5-en-2-yl)-1-[3-(trifluoromethyl)benzylidene]thiosemicarbazide

HRID 1007267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1007267
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[NH:8][C:9]([NH:11][NH2:12])=[S:10].[F:13][C:14]([F:24])([F:23])[C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH:18]=O>>[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[NH:8][C:9](=[S:10])[NH:11][N:12]=[CH:18][C:17]1[CH:20]=[CH:21][CH:22]=[C:15]([C:14]([F:13])([F:23])[F:24])[CH:16]=1

Komponenten

3

Edukt 2

HCID 679903-(Trifluoromethyl)benzaldehydeHCID 2740681N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide

Produkt 1

HCID 865873674-(Bicyclo[2.2.1]hept-5-en-2-yl)-1-[3-(trifluoromethyl)benzylidene]thiosemicarbazide

Versuchsvorschrift

The title compound was prepared from a mixture of N1-bicyclo[2.2.1]hept-5-en-2-ylhydrazine-1-carbothioamide (100 mg, 0.56 mmol) and 3-(trifluoromethyl)benzaldehyde (75 μL, 0.56 mmol) similar to Example 3 and isolated as a white solid (15 mg, 8%). 1H NMR (CDCl3): 9.43 (s, 1H), 7.86-7.80(m, 3H), 7.67 (d, J=8.1 Hz, 1H), 7.56 (t, J=7.7 Hz, 1H), 7.45 (d, J=6.6 Hz, 1H), 6.25-6.15 (m, 2H), 4.32-4.28 (m, 1H), 3.08 (s, 1H), 2.99 (s, 1H), 1.96-1.89 (m, 1H), 1.69 (d, J=9.0 Hz, 1H), 1.50 (d, J=9.6 Hz, 1H), 1.48-1.41 (m, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-390ee0c3133f47a69582e115c227fa6f
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06794400B2

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