4-Nitrobenzoic Acid → HCID 22387232, compound

HRID 840746Notes

Reaction equation

HRID 840746 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[NH2:9].[N+:10]([C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=O)=[CH:15][CH:14]=1)([O-:12])=[O:11]>O=P(Cl)(Cl)Cl>[N+:10]([C:13]1[CH:21]=[CH:20][C:16]([C:17]2[NH:9][C:3]3[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=3[N:1]=2)=[CH:15][CH:14]=1)([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 61084-Nitrobenzoic AcidHCID 1645844-Fluorobenzene-1,2-diamine

Product 1

HCID 22387232HCID 22387232, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

2-(4-Nitrophenyl)-5-fluoro benzimidazole was synthesized as follows: 1,2-diamino-4-fluorobenzene (1.26 g, 10.0 mmole was mixed 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-d9b23fe144f5457fac3a78968af12f50
Source dataset
uspto-grants-2002_04
Patent number
US06369091B1

Reaction notes

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