3,5-Dichlorophenyl isocyanate → HCID 54409040, compound

HRID 746120Notes

Reaction equation

HRID 746120 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:12][C:13]1[N:14]=[CH:15][NH:16][C:17]=1[Cl:18]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([N:16]2[C:17]([Cl:18])=[C:13]([CH3:12])[N:14]=[CH:15]2)=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 944603,5-Dichlorophenyl isocyanateHCID 178433268HCID 178433268, compound

Product 1

HCID 54409040HCID 54409040, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Using a procedure similar to that described in Example 1, a solution of 47 g of 3,5-dichlorophenyl isocyanate in 100 ml of chloroform was added dropwise to 29 g of 4-methyl-5-chloroimidazole, likewise dissolved in 100 ml of chloroform. Refluxing was carried out for 2 hours, after which the solution was cooled and the residue was filtered off under suction, washed with chloroform and dried to give 60 g (78.8%) of 1-N-(3,5-dichlorophenylcarbamyl)-4-methyl-5-chloroimidazole of melting point 136.9°-138.6° C.

Workup

  1. temperatureRefluxing
  2. temperatureafter which the solution was cooled
  3. filtrationthe residue was filtered off under suction
  4. washwashed with chloroform
  5. customdried

Sources & evidence

ORD record
ord-452ec2e380864169924cf67e2fe98ea3
Source dataset
uspto-grants-1986_07
Patent number
US04602927

Reaction notes

Loading…