Methyl isothiocyanate → HCID 20316739, compound

HRID 329010Notes

Reaction equation

HRID 329010 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 recrystallised from aqueous ethanol to give N-methyl-N'-[3-(2-pyridylamino)propyl]thiourea (2.45 g.), m.p. 134°-135°. (Found: C, 53.4; H, 7.2; N, 25.0; S, 14.3. C10H16N4S requires: C, 53.5; H, 7.2; N, 25.0; S, 14.3).

Workup

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

Sources & evidence

ORD record
ord-fafbedc22dfa4766b74435762942b92b
Source dataset
uspto-grants-1977_04
Patent number
US04018928

Reaction notes

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