HCID 20786539, compound → HCID 20786554, compound

HRID 1593227Notes

Reaction equation

HRID 1593227 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([C:13]2[C:24]([CH3:25])=[CH:23][C:16]([O:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:15][C:14]=2[CH3:26])(=[O:12])=[O:11])=[C:5]([N+:27]([O-])=O)[CH:4]=1>C(OCC)(=O)C.[Ni].[Pt]=O>[NH2:27][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[NH:9][S:10]([C:13]1[C:24]([CH3:25])=[CH:23][C:16]([O:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:15][C:14]=1[CH3:26])(=[O:12])=[O:11]

Participants

5

Reactant 1

HCID 20786539HCID 20786539, compound2×

Product 1

HCID 20786554HCID 20786554, compoundYield 104.1%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

Methyl [4-(4-methoxy-2-nitrophenyl)aminosulfonyl-3,5-dimethylphenoxy]acetate (Intermediate A2, 8.1 g, 0.019 mol) in 200 mL ethyl acetate was stirred with Raney nickel (0.75 g) for 30 min and filtered through a celite pad with the aid of an additional 100 mL of ethyl acetate. The filtrate was mixed with platinum oxide (0.40 g, 0.0018 mol) and hydrogenated to give 7.8 g (100%) of the title compound.

Workup

  1. filtrationfiltered through a celite pad with the aid of an additional 100 mL of ethyl acetate

Sources & evidence

ORD record
ord-1755d91b0fb24b19af65a3fd23bd7eb5
Source dataset
uspto-grants-2007_11
Patent number
US07294716B2

Reaction notes

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