Imidazole → HCID 12394411, compound

HRID 1702920Notes

Reaction equation

HRID 1702920 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[CH2:6]([N:10]=[C:11]=[O:12])[CH2:7][CH2:8][CH3:9]>[N+](C1C=CC=CC=1)([O-])=O.C(Cl)(Cl)(Cl)Cl>[CH2:6]([NH:10][C:11]([C:2]1[NH:1][CH:5]=[CH:4][N:3]=1)=[O:12])[CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 2

HCID 795ImidazoleHCID 8110Butyl isocyanate

Product 1

HCID 12394411HCID 12394411, compoundYield 18%

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 7416NitrobenzeneSolvent

Procedure

A solution of 0.10 mol of imidazole and 0.10 mol of n-butyl isocyanate in 40 ml of nitrobenzene was heated under reflux for 8 hours. After cooling the reaction mixture, it was diluted with carbon tetrachloride and the solid was filtered off and washed with carbon tetrachloride until the carbon tetrachloride runnings were colourless. After drying, imidazole-2-carboxylic acid n-butylamide was obtained in 18% yield. Melting point: 188°-190° C.

Workup

  1. temperatureunder reflux for 8 hours
  2. temperatureAfter cooling the reaction mixture, it
  3. filtrationthe solid was filtered off
  4. washwashed with carbon tetrachloride until the carbon tetrachloride runnings
  5. customAfter drying

Sources & evidence

ORD record
ord-8e9605f6edce4dc0bae21c038ae823f8
Source dataset
uspto-grants-1982_09
Patent number
US04350520

Reaction notes

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