4-Nitrobenzoic Acid → HCID 22387245, compound

HRID 840744Notes

Reaction equation

HRID 840744 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[NH2:12].[N+:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20](O)=O)=[CH:18][CH:17]=1)([O-:15])=[O:14]>O=P(Cl)(Cl)Cl>[N+:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20]2[NH:12][C:3]3[CH:4]=[C:5]([C:8]([F:9])([F:10])[F:11])[CH:6]=[CH:7][C:2]=3[N:1]=2)=[CH:18][CH:17]=1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 61084-Nitrobenzoic AcidHCID 5208224-Trifluoromethyl-1,2-phenylenediamine

Product 1

HCID 22387245HCID 22387245, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

2-(4-Nitrophenyl)-5-trifluoromethyl benzimidazole was synthesized as follows: 1,2-diamino-4-trifluoromethylbenzene (1.76 g, 10.0 mmole) was mixed with 4-nitrobenzoic acid (1.67 g, 9.8 mmole), dissolved in POCl3 (12 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-dd0b28d4803a42c4a7be7e45b1f949ba
Source dataset
uspto-grants-2002_04
Patent number
US06369091B1

Reaction notes

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