O-Phenylenediamine → HCID 54210364, compound

HRID 1378382Notes

Reaction equation

HRID 1378382 reaction equation
[CH3:1][C:2]1[C:3]([N+:13]([O-:15])=[O:14])=[C:4]([CH:10]=[CH:11][CH:12]=1)[CH:5]=[CH:6][C:7](Cl)=O.[C:16]1([NH2:23])[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[NH2:22]>O1CCCC1>[NH:22]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:23]=[C:7]1[CH:6]=[CH:5][C:4]1[C:3]([N+:13]([O-:15])=[O:14])=[C:2]([CH3:1])[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 54552381HCID 54552381, compound

Product 1

HCID 54210364HCID 54210364, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A tetrahydrofuran solution of 3.27 g of 3-methyl-2-nitrocinnamoyl chloride was dropped into a tetrahydrofuran solution of 3.41 g of o-phenylenediamine. The obtained mixture was stirred at room temperature for one hour to complete a reaction. Thereafter, the obtained solution was concentrated and extracted with ethyl acetate. The residue was heated in acetic acid at 100° C. for 2 hours to give 3.67 g of 3-[2-(1H-benzimidazol-2-yl)vinyl]-2-nitrotoluene.

Workup

  1. customa reaction
  2. concentrationThereafter, the obtained solution was concentrated
  3. extractionextracted with ethyl acetate
  4. temperatureThe residue was heated in acetic acid at 100° C. for 2 hours

Sources & evidence

ORD record
ord-7d59c2842a834f26b60fab869700ea5a
Source dataset
uspto-grants-1997_09
Patent number
US05668136

Reaction notes

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