Phosphorus trichloride → HCID 19040794, compound

HRID 1734154Notes

Reaction equation

HRID 1734154 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[N:6][C:5]([C:10]2[CH:15]=[C:14]([Cl:16])[CH:13]=[C:12]([Cl:17])[CH:11]=2)=[CH:4][N+:3]=1[O-].P(Cl)(Cl)Cl>O1CCCC1>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[N:6][C:5]([C:10]2[CH:15]=[C:14]([Cl:16])[CH:13]=[C:12]([Cl:17])[CH:11]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24387Phosphorus trichlorideHCID 178510566HCID 178510566, compound

Product 1

HCID 19040794HCID 19040794, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirring solution of 5.5 grams (0.02 mole) of 2-amino-3-cyano-5-(3,5-dichlorophenyl)pyrazine 1-oxide in 200 mL of dry tetrahydrofuran is cooled to 0° C. and 30 mL of phosphorus trichloride is added dropwise during a 5 minute period. Upon completion of addition, the reaction mixture is stirred at ambient temperature for 40 minutes. After this time the reaction mixture is concentrated under reduced pressure to about 50 mL. The 50 mL of concentrate is poured into 1000 mL of ice-water. The resultant solid is collected by filtration and dried, yielding 2-amino-3-cyano-5-(3,5-dichlorophenyl)pyrazine.

Workup

  1. additionUpon completion of addition
  2. concentrationAfter this time the reaction mixture is concentrated under reduced pressure to about 50 mL
  3. concentrationThe 50 mL of concentrate
  4. additionis poured into 1000 mL of ice-water
  5. filtrationThe resultant solid is collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-44522d7c339a430aa3eb8d20d994915c
Source dataset
uspto-grants-1996_07
Patent number
US05532367

Reaction notes

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