Hydrochloric Acid → HCID 178488665, compound

HRID 714446Notes

Reaction equation

HRID 714446 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([C:15]#[N:16])=[CH:13][N:12]=[C:11]([S:17]C3C=CC=CC=3)[C:10]=2[C:24]#[N:25])=[CH:5][CH:4]=1.[S-2].[Na+].[Na+].Cl>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:14]([C:15]#[N:16])=[CH:13][N:12]=[C:11]([SH:17])[C:10]=2[C:24]#[N:25])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14804Sodium SulfideHCID 66631772HCID 66631772, compound

Product 1

HCID 178488665HCID 178488665, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

1.3 g (3.028 mmol) of 4-(4-methoxyphenyl)-2-(phenylsulfanyl)pyridine-3,5-dicarbonitrile (Example 48A) were initially charged in 11 ml of DMF. 284 mg (3.634 mmol) of sodium sulfide were added, and the mixture was then stirred at 80° C. for 2 h and stirred further at RT overnight. 6 ml of 1N hydrochloric acid were added to the reaction mixture, and the reaction solution was evaporated. The residue was purified by preparative HPLC (Chromasil, water/acetonitrile).

Workup

  1. stirringstirred further at RT overnight
  2. customthe reaction solution was evaporated
  3. customThe residue was purified by preparative HPLC (Chromasil, water/acetonitrile)

Sources & evidence

ORD record
ord-4b8871a984c541ea8019f554327ee229
Source dataset
uspto-grants-2015_11
Patent number
US09187428B2

Reaction notes

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