Toluene → HCID 14156811, compound

HRID 1193993Notes

Reaction equation

HRID 1193993 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[C:4](=O)[CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1.[NH2:17][CH2:18][CH2:19][CH2:20][OH:21].C1(C)C=CC=CC=1>O>[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[C:4](=[N:17][CH2:18][CH2:19][CH2:20][OH:21])[CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 90863-Amino-1-propanolHCID 322321-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-one

Product 1

HCID 14156811HCID 14156811, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

153.2 g (0.60 mole) of N-(2,4-dichlorophenacyl)imidazole and 53.0 g (0.705 mole) of 3-amino-1-propanol are suspended or dissolved in 400 mol of toluene, and the mixture is heated under reflux with a water trap until no more water of reaction separates out. The reaction solution is then washed 3 times with water, the organic phase is dried with sodium sulfate and, after the solvent has been evaporated off, 179 g of 1-(2-(2,4-dichlorophenyl)-2-(3-hydroxypropylimino)ethyl)-1H-imidazole are obtained as a highly viscous oil. (Yield: 95.6%).

Workup

  1. temperaturethe mixture is heated
  2. washThe reaction solution is then washed 3 times with water
  3. dry with materialthe organic phase is dried with sodium sulfate
  4. customafter the solvent has been evaporated off

Sources & evidence

ORD record
ord-b8285a1c3e5c431e8c23f49fc51a39d9
Source dataset
uspto-grants-1989_03
Patent number
US04812465

Reaction notes

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