Methyl isothiocyanate → HCID 178486120, compound

HRID 903689Notes

Reaction equation

HRID 903689 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl.Cl.[CH3:9][C:10]1[N:11]=[CH:12][NH:13][C:14]=1[CH2:15][S:16][CH2:17][CH2:18][NH2:19].[CH3:20][N:21]=[C:22]=[S:23]>O>[CH3:20][NH:21][C:22]([NH:19][CH2:18][CH2:17][S:16][CH2:15][C:14]1[NH:13][CH:12]=[N:11][C:10]=1[CH3:9])=[S:23]

Participants

5

Reactant 3

HCID 11167Methyl isothiocyanateHCID 11430Potassium CarbonateHCID 30159992-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochloride

Product 1

HCID 178486120HCID 178486120, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

i. Potassium carbonate (7.75 g.) was added to a solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole dihydrochloride (14.6 g.) in water (120 ml.). The solution was stirred at room temperature for 15 minutes and methyl isothiocyanate (5.15 g.) was added. After heating under reflux for 30 minutes, the solution was slowly cooled to 5°. The product (13.1 g.) was collected and recrystallized from water to give N-methyl-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea, m.p. 150°-152°.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 30 minutes
  3. temperaturethe solution was slowly cooled to 5°
  4. customThe product (13.1 g.) was collected
  5. customrecrystallized from water

Sources & evidence

ORD record
ord-9928ebbe4b564509bd27fee6fc82fde5
Source dataset
uspto-grants-1980_10
Patent number
US04228291

Reaction notes

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