2-Butanamine, 3,3-dimethyl- → 2-(4-Chlorophenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-(1,2,2-trimethylpropylamino)-2-propenenitrile

HRID 840207

Reaktionsgleichung

Reaktionsgleichung von HRID 840207
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11](=[C:14]([NH:17][C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([Cl:25])[CH:19]=2)SC)[C:12]#[N:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:26][CH:27]([NH2:32])[C:28]([CH3:31])([CH3:30])[CH3:29]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11](=[C:14]([NH:17][C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([Cl:25])[CH:19]=2)[NH:32][CH:27]([CH3:26])[C:28]([CH3:31])([CH3:30])[CH3:29])[C:12]#[N:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 5209072-Butanamine, 3,3-dimethyl-HCID 701494812-(4-Chloro-phenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-methylsulfanyl-2-propenenitrile

Produkt 1

HCID 701496892-(4-Chlorophenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-(1,2,2-trimethylpropylamino)-2-propenenitrileAusbeute 60 %

Versuchsvorschrift

2-(4-Chloro-phenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-methylsulfanyl-2-propenenitrile (0.347 g, 0.8 mmol) was stirred in 1,2,2-trimethylpropylamine (1 ml) for 22 h at 100° C. under nitrogen in a sealed flask. Work up as described in Example 1, 2) gave 235 mg (60%) of the title compound. Mp 163-169° C. 1H NMR (200 MHz, CDCl3): δ=0.9 (s, 9H), 1.0 (d, 3H), 3.05 (m, 1H), 6.85 (br s, 2H), 7.2 (br s, 1H), 7.50 (d, 2H), 7.78 (d, 2H); EI SP/MS: 485 (M+), 487 (M+2), 489 (M+4), 491 (M+6).

Quellen und Nachweise

ORD-Eintrag
ord-0bd6fcb97752436c9a58273ca0f3147c
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06365609B1

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