2-[bis(methylsulfanyl)methylene]-4,4-dibutyl-1,3(2H,4H)-naphthalenedione → 1,1-Dibutyl-6-fluoro-4-hydroxy-3-(7-iodo-1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)naphthalen-2(1h)-one

HRID 494491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 494491
CS[C:3](SC)=[C:4]1[C:13](=[O:14])[C:12]([CH2:19][CH2:20][CH2:21][CH3:22])([CH2:15][CH2:16][CH2:17][CH3:18])[C:11]2[C:6](=[CH:7][C:8]([F:23])=[CH:9][CH:10]=2)[C:5]1=[O:24].CSC(SC)=C1C(=O)C(CCCC)(CCCC)C2C(=CC=CC=2)C1=O.[NH2:52][C:53]1[CH:58]=[CH:57][C:56]([I:59])=[CH:55][C:54]=1[S:60]([NH2:63])(=[O:62])=[O:61]>>[CH2:15]([C:12]1([CH2:19][CH2:20][CH2:21][CH3:22])[C:11]2[C:6](=[CH:7][C:8]([F:23])=[CH:9][CH:10]=2)[C:5]([OH:24])=[C:4]([C:3]2[NH:52][C:53]3[CH:58]=[CH:57][C:56]([I:59])=[CH:55][C:54]=3[S:60](=[O:62])(=[O:61])[N:63]=2)[C:13]1=[O:14])[CH2:16][CH2:17][CH3:18]

Komponenten

4

Edukt 3

HCID 112111042-[bis(methylsulfanyl)methylene]-4,4-dibutyl-1,3(2H,4H)-naphthalenedioneHCID 113838612-[Bis(methylthio)methylene]-4,4-dibutyl-7-fluoronaphthalene-1,3(2h,4h)-dioneHCID 223240882-Amino-5-iodobenzenesulfonamide

Produkt 1

HCID 1364037811,1-Dibutyl-6-fluoro-4-hydroxy-3-(7-iodo-1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)naphthalen-2(1h)-one

Versuchsvorschrift

The title compound was prepared according to the procedure of Example 5D, substituting the compound of Example 18G for the compound of Example 5C, and substituting the compound of Example 20A for the compound of 2D. 1H NMR (300 MHz, CDCl3): δ 0.56 (m, 2 H) 0.77 (m, 6 H) 0.90 (m, 2 H) 1.18 (m, 4 H) 1.90 (m, 2 H) 2.30 (m, 2H) 7.08 (dd, J=8.46, 4.41 Hz, 2 H) 7.43 (m, 2 H) 7.93 (m, 2 H) 8.28 (d, J=1.84 Hz, 1 H) 16.58 (s, 1 H).

Quellen und Nachweise

ORD-Eintrag
ord-9aed8e37901c4e4abc2cdc9d4c64fb86
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538105B2

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