Pyridine → 2-Phenylcarbonylaminoimidazole

HRID 1576097Notes

Reaction equation

HRID 1576097 reaction equation
Cl.[NH2:2][C:3]1[NH:4][CH:5]=[CH:6][N:7]=1.N1C=CC=CC=1.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O>[C:15]1([C:14]([NH:2][C:3]2[NH:4][CH:5]=[CH:6][N:7]=2)=[O:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 122112381H-Imidazol-2-amine hydrochloride

Product 1

HCID 128479352-Phenylcarbonylaminoimidazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 6.8 g. of 2-aminoimidazole hydrochloride in 100 ml. of pyridine at -20°C. there is added 6.8 ml. of benzoyl chloride. The thus-obtained reaction mixture is allowed to warm slowly to between 20°-30°C. (room temperature), and maintained at this temperature for 12 hours, diluted with water and filtered to give a residue which is recrystallized from methanol to yield 2-phenylcarbonylaminoimidazole [(III), R = phenyl].

Workup

  1. additionTo a suspension of 6.8 g
  2. customThe thus-obtained reaction mixture
  3. temperaturemaintained at this temperature for 12 hours
  4. filtrationfiltered
  5. customto give a residue which
  6. customis recrystallized from methanol

Sources & evidence

ORD record
ord-9662b5c3b6ec4ce4bcc6f41786c1740a
Source dataset
uspto-grants-1976_09
Patent number
US03979404

Reaction notes

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