2-(4-Methoxyphenyl)-4-(2-nitrophenyl)imidazole → HCID 178488922, compound

HRID 378900

Reaction equation

HRID 378900 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N+:20]([O-])=O)[N:13]=2)=[CH:5][CH:4]=1>[Pd].CCO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[NH:10][CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[NH2:20])[N:13]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 1784889232-(4-Methoxyphenyl)-4-(2-nitrophenyl)imidazole

Product 1

HCID 178488922HCID 178488922, compoundYield 102.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(4-Methoxyphenyl)-4-(2-nitrophenyl)imidazole (10 g) is mixed with EtOH (80 ml) and 5% Pd—C (wet, 2 g). The mixture is shaken under hydrogen at 50 psi for 45 min. then filtered through Celite. The filtrate is evaporated under reduced pressure to yield 2-(4-methoxyphenyl)-4-(2-aminophenyl)imidazole (9.2 g) as a brown solid which is used in the next step without further purification.

Workup

  1. filtrationthen filtered through Celite
  2. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-9236ac423ae6432dac0f2c4e14c88801
Source dataset
uspto-grants-2001_10
Patent number
US06297252B1

Linked notes

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