Methyl isothiocyanate → HCID 20316739, compound

HRID 1580073Notes

Reaction equation

HRID 1580073 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-905b827088174511b2772d087dcf04fa
Source dataset
uspto-grants-1976_01
Patent number
US03932427

Reaction notes

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