Pyridine → 2-(3-Furylcarbonylamino)-benzimidazole

HRID 268023Notes

Reaction equation

HRID 268023 reaction equation
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.N1C=CC=CC=1.[O:17]1[CH:21]=[CH:20][C:19]([C:22](Cl)=[O:23])=[CH:18]1>O>[O:17]1[CH:21]=[CH:20][C:19]([C:22]([NH:1][C:2]2[NH:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=2)=[O:23])=[CH:18]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 136242-AminobenzimidazoleHCID 27761233-Furoyl chloride

Product 1

HCID 214524302-(3-Furylcarbonylamino)-benzimidazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 20 g. of 2-aminobenzimidazole (II) in 150 ml. of pyridine is cooled to -20°C. and 20 g. of 3-furoyl chloride is added thereto. The thus-obtained reaction mixture is allowed to warm slowly to between 20°-30°C. (room temperature), and maintained at this temperature for 15 hours, diluted with water and filtered to give a residue which is recrystallized from acetic acid to yield 2-(3-furylcarbonylamino)-benzimidazole [(III), R = 3-furyl].

Workup

  1. customThe thus-obtained reaction mixture
  2. temperaturemaintained at this temperature for 15 hours
  3. filtrationfiltered
  4. customto give a residue which
  5. customis recrystallized from acetic acid

Sources & evidence

ORD record
ord-233ecaf1f2924572b835cc560946e9c3
Source dataset
uspto-grants-1976_03
Patent number
US03946031

Reaction notes

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