4-Nitrophenol → methylphosphonothioic acid O,O-bis-(4-nitrophenyl)ester

HRID 1726107Notes

Reaction equation

HRID 1726107 reaction equation
[CH3:1][P:2](Cl)(Cl)=[S:3].[H-].[Na+].[CH:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[C:10]([OH:17])[CH:9]=1>O1CCCC1>[N+:14]([C:13]1[CH:12]=[CH:11][C:10]([O:17][P:2]([CH3:1])(=[S:3])[O:17][C:10]2[CH:9]=[CH:8][C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=2)=[CH:9][CH:8]=1)([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 24758Sodium hydrideHCID 61195Phosphonothioic dichloride, methyl-

Product 1

HCID 11416910methylphosphonothioic acid O,O-bis-(4-nitrophenyl)ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The methylphosphonothioic acid O,O-bis-(4-nitrophenyl)ester intermediate is prepared according to procedure E using 536 mg of methylphosphonothioic dichloride, 345 mg of sodium hydride (50% in oil), 1 g of p-nitrophenol and 10 ml of tetrahydrofuran. 1.19 g of expected product are collected.

Workup

  1. custom1.19 g of expected product are collected

Sources & evidence

ORD record
ord-fab672fb80b0443887739619f7806018
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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