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
Reaction equation
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]Participants
4
Reactant 3
Product 1
Procedure
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).
Sources & evidence
- ORD record
- ord-9aed8e37901c4e4abc2cdc9d4c64fb86
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07538105B2
Reaction notes
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