Sodium hydride → HCID 18461307, compound

HRID 2303874Notes

Reaction equation

HRID 2303874 reaction equation
[C:1]([C:5]1[CH:11]=[C:10]([OH:12])[CH:9]=[C:8]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:6]=1[OH:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:18]1[CH:19]=[CH:20][C:21]([N+:33]([O-:35])=[O:34])=[C:22]([N:24]([CH3:32])[C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[CH:23]=1.[H-].[Na+]>CN(C)C=O>[C:13]([C:8]1[CH:9]=[C:10]([CH:11]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:7])[O:12][C:18]1[CH:19]=[CH:20][C:21]([N+:33]([O-:35])=[O:34])=[C:22]([N:24]([CH3:32])[C:25](=[O:31])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[CH:23]=1)([CH3:16])([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 755502,6-Di-tert-butylhydroquinoneHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461307HCID 18461307, compoundYield 6.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 2,6-di-t-butylhydroquinone (4.44 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (8.60 g), sodium hydride (55 wt. %, 2.18 g) and anhydrous N,N-dimethylformamide (50 ml) and the reaction mixture was purified to give the title compound (0.60 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-97f875239f054bf9ac14acc1496abcf0
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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