Sodium Acetate → 1-Methyl-4,5-dihydro-5-phenyl-2-methoxycarbonylaminoimidazole

HRID 372037Notes

Reaction equation

HRID 372037 reaction equation
Cl.Cl.[CH3:3][NH:4][CH:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:6][NH2:7].C([O-])(=O)C.[Na+].[CH3:19][O:20][C:21]([NH:23][C:24](=N)SC)=[O:22]>CO>[CH3:3][N:4]1[CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][N:7]=[C:24]1[NH:23][C:21]([O:20][CH3:19])=[O:22]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 20352908beta-Methylamino-beta-phenylethylamine dihydrochlorideHCID 145796808N-carbomethoxy-S-methylisothiourea

Product 1

HCID 232745111-Methyl-4,5-dihydro-5-phenyl-2-methoxycarbonylaminoimidazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This example illustrates the process of the invention wherein 1-(mono)-alkoxycarbonyl-S-methylisothiourea is used in place of a mixture of the mono- and bis-alkoxycarbonyl-reagents. In this example, a solution containing 2.1 g. of β-methylamino-β-phenylethylamine dihydrochloride, 1.64 g. of sodium acetate and 2.4 g. of 1-methoxycarbonyl-S-methylisothiourea in 20 ml. of 50%, wt., aqueous methanol is gently refluxed for two hours. The resulting heavy slurry is cooled, filtered and the collected solid product then washed with methanol affording 1-methyl-4,5-dihydro-5-phenyl-2-methoxycarbonylaminoimidazole.

Workup

  1. temperatureThe resulting heavy slurry is cooled
  2. filtrationfiltered
  3. washthe collected solid product then washed with methanol

Sources & evidence

ORD record
ord-8215267c287d4023bd94ed7f64900993
Source dataset
uspto-grants-1978_05
Patent number
US04088771

Reaction notes

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