Isopropylamine → 3-(3,5-Dimethoxyphenylamino)-3-isopropyl-2-methanesulfonyl-propenenitrile

HRID 840225

Reaktionsgleichung

Reaktionsgleichung von HRID 840225
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12](SC)=[C:13]([S:16]([CH3:19])(=[O:18])=[O:17])[C:14]#[N:15])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH:22](N)([CH3:24])[CH3:23]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]([CH:22]([CH3:24])[CH3:23])=[C:13]([S:16]([CH3:19])(=[O:18])=[O:17])[C:14]#[N:15])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Komponenten

3

Edukt 2

HCID 6363IsopropylamineHCID 701502363-(3,5-Dimethoxyphenylamino)-2-methanesulfonyl-3-methylsulfanyl-2-propenenitrile

Produkt 1

HCID 701502923-(3,5-Dimethoxyphenylamino)-3-isopropyl-2-methanesulfonyl-propenenitrile

Versuchsvorschrift

3-(3,5-dimethoxyphenylamino)-2-methanesulfonyl-3-methylsulfanyl-2-propenenitrile (0.263 g, 0.8 mmol) was stirred in isopropylamine (1 ml) for 17 h at 75° C. under nitrogen. Work-up as described in Example 17, 2) to give the title compound syrup, 209 mg (77%). Mp 135-136.5° C. 1H NMR (200 MHz, CDCl3): δ=1.15 (s, 6H), 3.10 (s, 3H), 3.5 (m, 1H), 3.78 (s, 6H), 6.25 (br s, 2H), 6.33 (br s, 1H); Analysis: calc. for C15H21N3O4S: C, 53.08%; H, 6.24%; N, 12.38%. Found: C, 53.38%; H, 6.26%; N, 12.31%.

Quellen und Nachweise

ORD-Eintrag
ord-8121c5471f2e4d768852f17a456c7c23
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06365609B1

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