Isopropanol → 2,3-Dicyano-5-chloro-6-isopropoxypyrazine

HRID 128398Notes

Reaction equation

HRID 128398 reaction equation
[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6](Cl)=[C:5]([Cl:12])[N:4]=1)#[N:2].[CH:13]([OH:16])([CH3:15])[CH3:14]>>[C:9]([C:8]1[C:3]([C:1]#[N:2])=[N:4][C:5]([Cl:12])=[C:6]([O:16][CH:13]([CH3:15])[CH3:14])[N:7]=1)#[N:10]

Participants

3

Reactant 2

HCID 3776IsopropanolHCID 6078205,6-Dichloro-2,3-dicyanopyrazine

Product 1

HCID 128737522,3-Dicyano-5-chloro-6-isopropoxypyrazineYield 45%

Procedure

Isopropanol (50 ml) was added to 1.99 g (0.01 mole) of 2,3-dicyano-5,6-dichloropyrazine, and the mixture was refluxed for 10 hours. After the reaction, the isopropanol was distilled off under reduced pressure. The crude product obtained (1.14 g) was chromatographed on a column of silica gel using benzene-n-hexane as an eluent to afford 1.00 g (yield 45%) of 2,3-dicyano-5-chloro-6-isopropoxypyrazine.

Workup

  1. temperaturethe mixture was refluxed for 10 hours
  2. customAfter the reaction
  3. distillationthe isopropanol was distilled off under reduced pressure
  4. customThe crude product obtained (1.14 g)
  5. customwas chromatographed on a column of silica gel

Sources & evidence

ORD record
ord-e495d2c0a3b14730bc17735490c28592
Source dataset
uspto-grants-1981_03
Patent number
US04259489

Reaction notes

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