O-Phenylenediamine → HCID 22734797, compound

HRID 630555Notes

Reaction equation

HRID 630555 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[CH3:9][C:10]1[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[C:11]=1[C:12](O)=O>O>[C:10]1([CH3:9])[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[C:11]=1[C:12]1[NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[N:8]=1

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 101942,4,6-Trimethylbenzoic acid

Product 1

HCID 22734797HCID 22734797, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

2-Mesitylbenzimidazole was synthesized by dissolving 1.5 g 1,2-phenylene diamine (14 mmol) in 40 g of PPA at 120° C. To this solution, 2.1 g of 2,4,6-trimethylbenzoic acid (13 mmol) was added and the temperature was increased to 150° C. After 16 h the solution was cooled to 60° C. and poured into water forming an off-white precipitate. The precipitate was separated by filtration and washed thoroughly with water, yielding 2.6 g of light brown powder (85% yield).

Workup

  1. temperatureAfter 16 h the solution was cooled to 60° C.
  2. customThe precipitate was separated by filtration
  3. washwashed thoroughly with water

Sources & evidence

ORD record
ord-fcb9715acf1f47679face45236ef3d64
Source dataset
uspto-grants-2016_04
Patent number
US09315630B2

Reaction notes

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