Sodium Hydroxide → N-[(4-Chlorophenyl)(phenyl)methyl]-4,5-dihydro-1H-imidazol-2-amine

HRID 2163673Notes

Reaction equation

HRID 2163673 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH2:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.I.CS[C:19]1[NH:20][CH2:21][CH2:22][N:23]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([N:15]=[C:19]2[NH:23][CH2:22][CH2:21][NH:20]2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 409810(4-Chlorophenyl)(phenyl)methanamineHCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)

Product 1

HCID 178478141N-[(4-Chlorophenyl)(phenyl)methyl]-4,5-dihydro-1H-imidazol-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.37 g of α-(p-chlorophenyl)benzylamine and 4.54 g of 2-methylmercapto-2-imidazoline-hydroiodide was heated at 150°-160° C. for 20 minutes. After cooling, the reaction mixture was dissolved in methanol and the solution rendered basic with sodium hydroxide to give 2-(α-(p-chlorophenyl)benzyl)iminoimidazolidine having a melting point of 187°-189° C.

Workup

  1. temperaturewas heated at 150°-160° C. for 20 minutes
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-a3241b119fbd48bcbe79420568306ca1
Source dataset
uspto-grants-1979_01
Patent number
US04136188

Reaction notes

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