Pyrazinecarbonyl chloride → HCID 21560770, compound

HRID 1580949Notes

Reaction equation

HRID 1580949 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7](Cl)=[O:8].[CH:10]1([C:13](=[N:15]O)[NH2:14])[CH2:12][CH2:11]1>C1(C)C(C)=CC=CC=1>[CH:10]1([C:13]2[N:15]=[C:7]([C:2]3[CH:3]=[N:4][CH:5]=[CH:6][N:1]=3)[O:8][N:14]=2)[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 88279Pyrazinecarbonyl chlorideHCID 2794666N'-Hydroxycyclopropanecarboximidamide

Product 1

HCID 21560770HCID 21560770, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

To a mixture of 28.7 g. of pyrazinoyl chloride in 100 ml. of xylene is added slowly a solution of 20 g. of cyclopropanecarboxamidoxime in 100 ml. of xylene. This mixture is heated under reflux for 3 hours, concentrated under reduced pressure and the residue mixed with aqueous sodium hydroxide. The mixture is filtered and the filtrate is extracted with chloroform. The chloroform solution is dried over magnesium sulfate and concentrated under reduced pressure to give crude crystals, which are recrystallized from cyclohexane to give light yellow crystals, melting point 61°-64°C.

Workup

  1. additionTo a mixture of 28.7 g
  2. temperatureThis mixture is heated
  3. temperatureunder reflux for 3 hours
  4. concentrationconcentrated under reduced pressure
  5. additionthe residue mixed with aqueous sodium hydroxide
  6. filtrationThe mixture is filtered
  7. extractionthe filtrate is extracted with chloroform
  8. dry with materialThe chloroform solution is dried over magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customto give crude crystals, which
  11. customare recrystallized from cyclohexane
  12. customto give light yellow crystals, melting point 61°-64°C.

Sources & evidence

ORD record
ord-26727503a01b484e86b6fdff462812ef
Source dataset
uspto-grants-1976_01
Patent number
US03935211

Reaction notes

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