Water → HCID 3442476, compound

HRID 2071296Notes

Reaction equation

HRID 2071296 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.O.[CH:8]1([N:14]=[C:15]=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C(N(CC)CC)C>[CH:8]1([NH:14][C:15]([N:3]2[CH:4]=[CH:5][N:6]=[C:2]2[CH3:1])=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

6

Reactant 3

HCID 962WaterHCID 127492-MethylimidazoleHCID 18502Cyclohexyl isocyanate

Product 1

HCID 3442476HCID 3442476, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 8471TriethylamineSolvent

Procedure

To a 8 to 12° C. solution of 9.8 g. (0.12 mol.) of 2-methylimidazole in 100 ml. of water there are added 12.5 g. (0.1 mol.) of cyclohexylisocyanate, followed by 0.5 g. of triethylamine. Upon the addition of the triethylamine catalyst the reaction immediately sets in, and a precipitate start to separate. The reaction mixture is stirred at room temperature for 3 hours. Thereafter the separated product is filtered off, washed and dried. 16.4 g. (80.0%) of 1-cyclohexylcarbamoyl-2-methylimidazole are obtained; m.p.: 100°-102° C.

Workup

  1. customTo a 8 to 12° C.
  2. customthe reaction
  3. customto separate
  4. filtrationThereafter the separated product is filtered off
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-1947ed1f55104084b4ea704ba2aaa662
Source dataset
uspto-grants-1977_09
Patent number
US04046773

Reaction notes

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