4-Nitrobenzoic Acid → HCID 178423174, compound

HRID 840747Notes

Reaction equation

HRID 840747 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH3:9])[C:3]=1[NH2:10].[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18](O)=O)=[CH:16][CH:15]=1)([O-:13])=[O:12]>O=P(Cl)(Cl)Cl>[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18]2[NH:10][C:3]3[C:4]([CH3:9])=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=3[N:1]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 61084-Nitrobenzoic AcidHCID 5210773,4-Dimethylbenzene-1,2-diamine

Product 1

HCID 178423174HCID 178423174, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

2-(4-Nitrophenyl)-4,5-dimethyl benzimidazole was prepared by mixing 1,2-diamino-3,4-dimethylbenzene (1.36 g, 9.8 mmole with 4-nitrobenzoic acid (1.67 g, 9.8 mmole) and dissolved in POCl3 (10 ml) and heated to reflux for 2.5 hours. The reaction mixture was cooled and cautiously poured onto ice. The resulting solid was filtered, washed with NaHCO3 and used without further purification.

Workup

  1. temperatureheated
  2. temperatureto reflux for 2.5 hours
  3. temperatureThe reaction mixture was cooled
  4. additioncautiously poured onto ice
  5. filtrationThe resulting solid was filtered
  6. washwashed with NaHCO3
  7. customused without further purification

Sources & evidence

ORD record
ord-1bc65c9f4edb4c7eacbc324963275cda
Source dataset
uspto-grants-2002_04
Patent number
US06369091B1

Reaction notes

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