Sodium Hydroxide → Sodium (4R)-4-methyl-4-(3-methylbutyl)-2-{7-[(methylsulfonyl)amino]-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl}-3-oxo-3,4-dihydronaphthalen-1-olate

HRID 494562Notes

Reaction equation

HRID 494562 reaction equation
[OH-].[Na+:2].[OH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C@@:7]([CH3:19])([CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:6](=[O:20])[C:5]=1[C:21]1[NH:26][C:25]2[CH:27]=[CH:28][C:29]([NH:31][S:32]([CH3:35])(=[O:34])=[O:33])=[CH:30][C:24]=2[S:23](=[O:37])(=[O:36])[N:22]=1>C(O)C>[CH3:19][C@@:7]1([CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([O-:3])=[C:5]([C:21]2[NH:26][C:25]3[CH:27]=[CH:28][C:29]([NH:31][S:32]([CH3:35])(=[O:34])=[O:33])=[CH:30][C:24]=3[S:23](=[O:37])(=[O:36])[N:22]=2)[C:6]1=[O:20].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 135436761A-837093

Product 1

HCID 23686727Sodium (4R)-4-methyl-4-(3-methylbutyl)-2-{7-[(methylsulfonyl)amino]-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl}-3-oxo-3,4-dihydronaphthalen-1-olateYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 7.54 M NaOH (20.2 mL, 0.152 mol) was added over 5 minutes to a solution of the product of Example 39-7 (71.72 g, 0.139 mol) in ethanol (1450 mL) at 30-35° C. The product precipitated and the slurry was cooled slowly to RT and the product was isolated by filtration and dried to give the title compound (62.24 g, 83%).

Workup

  1. customThe product precipitated
  2. customthe product was isolated by filtration
  3. customdried

Sources & evidence

ORD record
ord-38c57f124258471a99d8f161bd30e835
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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