Sodium hydride → HCID 18461270, compound

HRID 2303868Notes

Reaction equation

HRID 2303868 reaction equation
[CH3:1][C:2]1[C:8]([CH3:9])=[C:7]([OH:10])[CH:6]=[CH:5][C:3]=1[OH:4].Cl[C:12]1[CH:13]=[CH:14][C:15]([N+:27]([O-:29])=[O:28])=[C:16]([N:18]([CH3:26])[C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH:17]=1.[H-].[Na+]>>[OH:4][C:3]1[CH:5]=[CH:6][C:7]([O:10][C:12]2[CH:13]=[CH:14][C:15]([N+:27]([O-:29])=[O:28])=[C:16]([N:18]([CH3:26])[C:19](=[O:25])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH:17]=2)=[C:8]([CH3:9])[C:2]=1[CH3:1]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 691002,3-DimethylhydroquinoneHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461270HCID 18461270, compoundYield 49.5%

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 2,3-dimethylhydroquinone (1.38 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (2.87 g), sodium hydride (55 wt. %, 0.87 g) and anhydrous N-N-dimethylformamide (20 ml) and the reaction mixture was purified to give the title compound (1.92 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-467e6dc6c6714d3db1bbb8396fbb87b2
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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