M-Cresol → HCID 178433662, compound

HRID 1862841Notes

Reaction equation

HRID 1862841 reaction equation
Cl.Cl.[CH3:3][C:4]1[NH:8][CH:7]=[N:6][C:5]=1[CH2:9][CH2:10][NH2:11].[OH-].[Na+].C1(C)C=CC=C(O[C:21](=[NH:25])[NH:22][C:23]#[N:24])C=1.C1C(O)=CC=CC=1C>C(O)(C)C>[C:21]([NH:22][C:23]([NH:11][CH2:10][CH2:9][C:5]1[N:6]=[CH:7][NH:8][C:4]=1[CH3:3])=[NH:24])#[N:25]

Participants

6

Reactant 4

HCID 342M-CresolHCID 14798Sodium HydroxideHCID 215819Imidazole, 4-(2-aminoethyl)-5-methyl-, dihydrochlorideHCID 178425733HCID 178425733, compound

Product 1

HCID 178433662HCID 178433662, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4.94 g. (0.249 mole) 5-methyl-4-(2-aminoethyl) imidazole dihydrochloride is converted to the free base with NaOH. The free base is combined with 4.36 g. (0.0249 mole) of O-m-tolyl-N-cyanoisourea in 63 ml. isopropanol. This mixture is refluxed for one hour. The mixture is then cooled to room temperature, filtered to remove insoluble material, and the solvent is evaporated to obtain a cloudy oil of the product mixed with m-cresol.

Workup

  1. temperatureThis mixture is refluxed for one hour
  2. filtrationfiltered
  3. customto remove insoluble material
  4. customthe solvent is evaporated
  5. customto obtain a cloudy oil of the product

Sources & evidence

ORD record
ord-e42112a5cade4e968931eb96eaf9b353
Source dataset
uspto-grants-1979_09
Patent number
US04166860

Reaction notes

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