Dimethyl N-cyanodithioiminocarbonate → HCID 20316728, compound

HRID 1974420Notes

Reaction equation

HRID 1974420 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[C:11]([OH:12])=[CH:10][CH:9]=[CH:8][N:7]=1.[CH3:13][S:14][C:15](=[N:18][C:19]#[N:20])SC>C(O)C>[C:19]([NH:18][C:15](=[N:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[C:11]([OH:12])=[CH:10][CH:9]=[CH:8][N:7]=1)[S:14][CH3:13])#[N:20]

Participants

4

Reactant 2

HCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 129515342-{[(2-Aminoethyl)sulfanyl]methyl}pyridin-3-ol

Product 1

HCID 20316728HCID 20316728, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 2-((2-aminoethyl)thiomethyl)-3-hydroxypyridine (7.5 g) in ethanol was added slowly to a solution of dimethylcyanodithioimidocarbonate (6.0 g) in ethanol, with stirring at room temperature. The mixture was set aside overnight at room temperature. Filtration afforded N-cyano-N'-[2-((3-hydroxy-2-pyridyl)methylthio)-ethyl]-S-methylisothiourea (4.85 g), m.p. 192°-194°. Recrystallisation from aqueous ethanol gave fine needles, m.p. 196°-198°.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-fd0d436fc5fb43ec89fe444dc5945bc4
Source dataset
uspto-grants-1976_12
Patent number
US04000302

Reaction notes

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