Methyl isothiocyanate → HCID 20316739, compound

HRID 1974395Notes

Reaction equation

HRID 1974395 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1.[CH3:12][N:13]=[C:14]=[S:15]>C(O)(C)C>[CH3:12][NH:13][C:14]([NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)=[S:15]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 10606924N-(3-aminopropyl)pyridin-2-amine

Product 1

HCID 20316739HCID 20316739, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 2-(3-aminopropylamino)pyridine (2.74 g.) and methyl isothiocyanate (1.46 g.) in isopropyl alcohol (50 ml.) was stirred at room temperature for 16 hours. Concentration, followed by trituration of the residue under methyl ethyl ketone gave the crude product which, was recrystallized from aqueous ethanol to give N-methyl-N'-[3-(2-pyridylamino)propyl]thiourea (2.45 g.) m.p. 134°-135.5°.

Workup

  1. concentrationConcentration
  2. customgave the crude product which
  3. customwas recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-dd4d5599e500416ea290abcac249727f
Source dataset
uspto-grants-1976_12
Patent number
US04000302

Reaction notes

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