Sodium → HCID 178433325, compound

HRID 2398675Notes

Reaction equation

HRID 2398675 reaction equation
I.[C:2](=[S:5])(S)[NH2:3].[CH3:6][C:7]1[N:8]=[CH:9][NH:10][C:11]=1[CH2:12][S:13][CH2:14][CH2:15][NH2:16].[Na]>C(O)C>[CH3:6][C:7]1[N:8]=[CH:9][NH:10][C:11]=1[CH2:12][S:13][CH2:14][CH2:15][NH:16][C:2]([NH:3][CH2:15][CH2:14][S:13][CH2:12][C:11]1[NH:10][CH:9]=[N:8][C:7]=1[CH3:6])=[S:5]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 86734769HCID 86734769, compoundHCID 178433288HCID 178433288, compound

Product 1

HCID 178433325HCID 178433325, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution prepared from S-methyl-N-[2-((4-methyl-5-imidazolyl)methylthio))ethyl]dithiocarbamate hydriodide (15.6 g.), 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (6.8 g.) in ethanol (200 ml.) containing sodium (0.9 g.) was heated under reflux for 8 hours. Concentration followed by chromatograph purification of the product on a column of silica gel with ethyl acetate-isopropyl alcohol (5:1) as eluant gave the title compound which was converted to the dihydrochloride (2.5 g., m.p. 115°-120°) with ethanolic hydrogen chloride.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 8 hours
  3. concentrationConcentration
  4. customfollowed by chromatograph purification of the product on a column of silica gel with ethyl acetate-isopropyl alcohol (5:1) as eluant

Sources & evidence

ORD record
ord-d3f2b1f1e3f14a15bb5e4600ae654726
Source dataset
uspto-grants-1977_05
Patent number
US04025527

Reaction notes

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