M-Cresol → HCID 178512375, compound

HRID 1862842Notes

Reaction equation

HRID 1862842 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][C:7]1[N:8]=[CH:9][NH:10][CH:11]=1.[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:3][CH2:4][CH2:5][CH2:6][C:7]1[N:8]=[CH:9][NH:10][CH:11]=1)=[NH:24])#[N:25]

Participants

6

Reactant 4

HCID 342M-CresolHCID 14798Sodium HydroxideHCID 178425733HCID 178425733, compoundHCID 178478695HCID 178478695, compound

Product 1

HCID 178512375HCID 178512375, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6.2 g. (0.031 mole) of 4-(3-aminopropyl)imidazole dihydrochloride is converted to the free base using NaOH. The free base is combined with 5.4 g. (0.031 mole) of O-m-tolyl-N-cyanoisourea in 100 ml. isopropanol. This mixture is refluxed for 3 hours. 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 3 hours
  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-d8bf31a0bc354f4baaf6a9481cfa65d1
Source dataset
uspto-grants-1979_09
Patent number
US04166860

Reaction notes

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