3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-1,1-dibutyl-4-hydroxy-2(1H)-naphthalenone → 1,1-dibutyl-4-hydroxy-3-(7-hydroxy-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-2(1H)-naphthalenone

HRID 2224778Notes

Reaction equation

HRID 2224778 reaction equation
C([O:8][C:9]1[CH:40]=[CH:39][C:12]2[NH:13][C:14]([C:19]3[C:20](=[O:38])[C:21]([CH2:34][CH2:35][CH2:36][CH3:37])([CH2:30][CH2:31][CH2:32][CH3:33])[C:22]4[C:27]([C:28]=3[OH:29])=[CH:26][CH:25]=[CH:24][CH:23]=4)=[N:15][S:16](=[O:18])(=[O:17])[C:11]=2[CH:10]=1)C1C=CC=CC=1.C(OC1C=CC2NC(C3C(=O)C(CCC)(CCC)C4C(C=3O)=CC=CC=4)=NS(=O)(=O)C=2C=1)C1C=CC=CC=1>>[CH2:30]([C:21]1([CH2:34][CH2:35][CH2:36][CH3:37])[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:28]([OH:29])=[C:19]([C:14]2[NH:13][C:12]3[CH:39]=[CH:40][C:9]([OH:8])=[CH:10][C:11]=3[S:16](=[O:18])(=[O:17])[N:15]=2)[C:20]1=[O:38])[CH2:31][CH2:32][CH3:33]

Participants

3

Reactant 2

HCID 1363375623-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-1,1-dibutyl-4-hydroxy-2(1H)-naphthalenoneHCID 1363756003-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-4-hydroxy-1,1-dipropyl-2(1H)-naphthalenone

Product 1

HCID 1363755991,1-dibutyl-4-hydroxy-3-(7-hydroxy-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-2(1H)-naphthalenoneYield 100%

Procedure

The title compound was prepared following the procedure of Example 2G, substituting the product of Example 5D for the product of Example 2F to afforded the title compound (70 mg, 100%). 1H NMR (300 MHz, DMSO-d6): δ 8.16 (d, J=8.09 Hz, 1 H), 7.74 (m, 1 H), 7.54 (m, 2 H), 7.17 (m, 2 H), 7.07 (m, 1 H), 2.16 (m, 2 H), 2.00 (m, 2 H), 1.05 (m, 4 H), 0.88 (m, 2 H), 0.67 (t, J=7.17 Hz, 6 H), 0.50 (m, 2 H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-adcb96a0b5cf41f0a1582b97bf26e80a
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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