HCID 70472814, compound → Benzenecarboximidamide, 4-(2-(4-(aminomethyl)phenyl)ethyl)-, dihydrochloride

HRID 745260Notes

Reaction equation

HRID 745260 reaction equation
[ClH:1].Cl.[NH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH2:19])=[NH:18])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1>CO.[C].[Pd]>[ClH:1].[ClH:1].[NH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([NH2:19])=[NH:18])=[CH:20][CH:21]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 70472814HCID 70472814, compound

Product 1

HCID 3063601Benzenecarboximidamide, 4-(2-(4-(aminomethyl)phenyl)ethyl)-, dihydrochlorideYield 132.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of 30 mg of 4-[2-(4-aminomethylphenyl)ethenyl]benzamidine dihydrochloride in 30 ml of methanol was catalytically reduced with 20 mg of a 5% palladium-carbon as catalyst. The reaction mixture was filtered from spent catalyst and concentrated under reduced pressure. The residue was recrystallized from a methanolisopropanol-ether mixture to yield 20 mg of 4-[2-(4-aminomethylphenyl)ethyl]benzamidine dihydrochloride; m.p. ≥260° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was recrystallized from a methanolisopropanol-ether mixture

Sources & evidence

ORD record
ord-ea6b13f9ac4540b1a878343ca4932cb5
Source dataset
uspto-grants-1986_07
Patent number
US04598077

Reaction notes

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