Phosphorus oxychloride → HCID 86688747, compound

HRID 589274Notes

Reaction equation

HRID 589274 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14]([C:15]3[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[CH:16]=3)=[N:13][CH:12]=[CH:11][N+:10]=2[O-])[CH:5]=[C:6]([CH3:8])[CH:7]=1.P(Cl)(Cl)([Cl:26])=O>O>[Cl:26][C:12]1[N:13]=[C:14]([C:15]2[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[CH:16]=2)[C:9]([C:4]2[CH:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[CH:5]=2)=[N:10][CH:11]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86688748HCID 86688748, compound

Product 1

HCID 86688747HCID 86688747, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Then, to 7.0 g of 2,3-bis(3,5-dimethylphenyl)pyrazine-1-oxide was added phosphoryl chloride, and stirring was performed at 100° C. for 1 hour. The reaction solution was poured into water and extracted with chloroform. The obtained organic layer was washed with a saturated aqueous solution of sodium bicarbonate, water, and then brine, dried with magnesium sulfate, filtered, and concentrated to give 5-chloro-2,3-bis(3,5-dimethylphenyl)pyrazine as gray powder in 90% yield.

Workup

  1. extractionextracted with chloroform
  2. washThe obtained organic layer was washed with a saturated aqueous solution of sodium bicarbonate, water
  3. dry with materialbrine, dried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-772b5860058049008722cd49d4989a15
Source dataset
uspto-grants-2016_01
Patent number
US09231217B2

Reaction notes

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