Sodium hydride → HCID 18461327, compound

HRID 2303866Notes

Reaction equation

HRID 2303866 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.Cl[C:14]1[CH:15]=[CH:16][C:17]([N+:29]([O-:31])=[O:30])=[C:18]([N:20]([CH3:28])[C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH:19]=1.[H-].[Na+]>CN(C)C=O>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([O:12][C:14]3[CH:15]=[CH:16][C:17]([N+:29]([O-:31])=[O:30])=[C:18]([N:20]([CH3:28])[C:21](=[O:27])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH:19]=3)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 823151-(p-Hydroxyphenyl)imidazoleHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18461327HCID 18461327, compoundYield 83.8%

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-(imidazol-1-yl)phenol (4.1 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (7.85 g), sodium hydride (55 wt. %, 1.25 g) and anhydrous N,N-dimethylformamide (45 ml) and the reaction mixture was purified to give the title compound (8.8 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-95df7835b69a4d2da42653cb5a6853c0
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

Loading…