Methyl isothiocyanate → HCID 10377776, compound

HRID 728122Notes

Reaction equation

HRID 728122 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:4][CH:3]=1.[CH3:15][N:16]=[C:17]=[S:18]>C(O)C>[CH3:15][NH:16][C:17](=[S:18])[NH:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 4595252-(4-Aminobenzyl)pyridine

Product 1

HCID 10377776HCID 10377776, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(4-aminobenzyl)pyridine (3.8 g) and methyl isothiocyanate (2.0 g) in ethanol (100 ml) was heated under reflux for 2 hours. Evaporation of the solvent gave a residue which was triturated with diethyl ether to give a precipitate. The precipitate was collected by filtration and dried to give 2-[4-(3-methylthioureido)benzyl]pyridine (4.11 g).

Workup

  1. temperatureunder reflux for 2 hours
  2. customEvaporation of the solvent
  3. customgave a residue which
  4. customwas triturated with diethyl ether
  5. customto give a precipitate
  6. filtrationThe precipitate was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-499f45467d3047c298c3a43f6d6977d8
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

Loading…