Sodium Sulfide → HCID 178467479, compound

HRID 1630711Notes

Reaction equation

HRID 1630711 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[CH:12][CH:11]=2)[C:5]([C:20]#[N:21])=[C:4]([O:22][CH2:23][CH3:24])[N:3]=1.[S-2:25].[Na+].[Na+]>CN(C=O)C>[CH2:23]([O:22][C:4]1[C:5]([C:20]#[N:21])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[CH:12][CH:11]=2)[C:7]([C:8]#[N:9])=[C:2]([SH:25])[N:3]=1)[CH3:24]

Participants

4

Reactant 2

HCID 14804Sodium SulfideHCID 58297349HCID 58297349, compound

Product 1

HCID 178467479HCID 178467479, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1 g (2.909 mmol) of 2-chloro-6-ethoxy-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile is initially charged in 7.5 ml of DMF, 454 mg (5.818 mmol) of sodium sulphide are added and the mixture is stirred at room temperature overnight. The mixture is concentrated, the residue is triturated with acetonitrile and the solid is filtered off and dried under high vacuum. This gives 230 mg (24% of theory) of the target compound.

Workup

  1. concentrationThe mixture is concentrated
  2. customthe residue is triturated with acetonitrile
  3. filtrationthe solid is filtered off
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-12cd0ab0fb4a4531ad77666ee98ecfff
Source dataset
uspto-grants-2014_07
Patent number
US08791146B2

Reaction notes

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