Methyl isothiocyanate → HCID 178486120, compound

HRID 27479Notes

Reaction equation

HRID 27479 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 recrystallised 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. customrecrystallised from water

Sources & evidence

ORD record
ord-ca59dd1607134cef8a14d6d0a96a4b29
Source dataset
uspto-grants-1980_09
Patent number
US04221802

Reaction notes

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