Phenyl isocyanate → HCID 54079819, compound

HRID 746119Notes

Reaction equation

HRID 746119 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][C:11]1[N:12]=[CH:13][NH:14][C:15]=1[Cl:16]>C(Cl)(Cl)Cl>[C:1]1([NH:7][C:8]([N:14]2[C:15]([Cl:16])=[C:11]([CH3:10])[N:12]=[CH:13]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 178433268HCID 178433268, compound

Product 1

HCID 54079819HCID 54079819, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
42 °C

Procedure

Using a procedure similar to that described in Example 1, 59.5 g of phenyl isocyanate were added dropwise to 58.5 g of 4-methyl-5-chloroimidazole in 250 ml of chloroform. During the addition, the temperature increased to 42° C. Refluxing was then carried out for 2 hours, after which the solution was cooled with ice, and the precipitate which separated out was filtered off under suction, washed with chloroform and dried to give 80 g (67.9%) of 1-N-phenylcarbamyl-4-methyl-5-chloroimidazole of melting point 112.3°-114.4° C.

Workup

  1. additionDuring the addition
  2. temperatureRefluxing
  3. temperatureafter which the solution was cooled with ice
  4. customthe precipitate which separated out
  5. filtrationwas filtered off under suction
  6. washwashed with chloroform
  7. customdried

Sources & evidence

ORD record
ord-fa506447bae941b99f2064dab796af42
Source dataset
uspto-grants-1986_07
Patent number
US04602927

Reaction notes

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