4-Cyanophenol → HCID 18461286, compound

HRID 2303878Notes

Reaction equation

HRID 2303878 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].Cl[C:11]1[CH:12]=[CH:13][C:14]([N+:26]([O-:28])=[O:27])=[C:15]([N:17]([CH3:25])[C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH:16]=1.[H-].[Na+]>CN(C)C=O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([O:9][C:11]2[CH:12]=[CH:13][C:14]([N+:26]([O-:28])=[O:27])=[C:15]([N:17]([CH3:25])[C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[CH:16]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 130194-CyanophenolHCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461286HCID 18461286, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 4-cyanophenol (5.1 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (11.5 g), sodium hydride (55 wt. %, 1.19 g) and anhydrous N,N-dimethylformamide/anhydrous tetrahydrofuran=5/3 (80 ml) and the reaction mixture was purified to give the title compound (8.45 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-5a93a2a1ad354d9586b08db0d91cdcdf
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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