HCID 135696401, compound → HCID 135665331, compound

HRID 274476Notes

Reaction equation

HRID 274476 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[C:13]([OH:19])=[C:12]([O:20]C)[CH:11]=1>C(O)(=O)C.Br>[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C:10]1[CH:11]=[C:12]([OH:20])[C:13]([OH:19])=[C:14]([N+:16]([O-:18])=[O:17])[CH:15]=1

Participants

4

Reactant 1

HCID 135696401HCID 135696401, compound

Product 1

HCID 135665331HCID 135665331, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Procedure

A suspension of 860.1 mg of 4-(2-benzimidazolyl)-2-methoxy-6-nitrophenol in 10 ml of glacial acetic acid and 10 ml of 48 percent hydrobromic acid is heated to boiling under reflux for 72 hours. The mixture is then evaporated and the residue is treated four times with 50 ml of toluene each time, which is again distilled each time. There is obtained 5-(2-benzimidazolyl)-3-nitropyrocatechol of m.p. >300° (from acetone/water).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 72 hours
  3. customThe mixture is then evaporated
  4. additionthe residue is treated four times with 50 ml of toluene each time, which
  5. distillationis again distilled each time

Sources & evidence

ORD record
ord-18b1afdd15b74c7fba38994bdfd9cc12
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Reaction notes

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