Water → HCID 12905966, compound

HRID 1462287Notes

Reaction equation

HRID 1462287 reaction equation
[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6](Cl)=[CH:5][N:4]=1)#[N:2].[C:12]1([SH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+].O>CC(C)=O>[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6]([S:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][N:4]=1)#[N:2]

Participants

6

Reactant 4

HCID 962WaterHCID 7969ThiophenolHCID 14798Sodium HydroxideHCID 129071975-Chloropyrazine-2,3-dicarbonitrile

Product 1

HCID 12905966HCID 12905966, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

2,3-Dicyano-5-chloropyrazine (0.83 g; 0.005 mole) was dissolved in 25 ml of acetone. The solution was cooled to 0° to 3° C., and with stirring, a solution prepared from 0.55 g (0.005 mole) of thiophenol, 0.21 g (0.005 mole) of sodium hydroxide, 1 ml of water, and 20 ml of acetone was added dropwise over the period of 10 minutes. Then, the reaction mixture was worked up in the same way as in Example 7, and recrystallized from benzene to afford 0.57 g (yield 48%) of 2,3-dicyano-5-(phenylthio)pyrazine.

Workup

  1. temperatureThe solution was cooled to 0° to 3° C.
  2. additionwas added dropwise over the period of 10 minutes
  3. customrecrystallized from benzene

Sources & evidence

ORD record
ord-90a8b382f75143fbb4d5eaca2d01d6c7
Source dataset
uspto-grants-1984_07
Patent number
US04460403

Reaction notes

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