Acetic Anhydride → 1-[4-(6-Chloropyrazin-2-yl)piperazin-1-yl]ethan-1-one

HRID 261062Notes

Reaction equation

HRID 261062 reaction equation
Cl.[Cl:2][C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[N:5][CH:4]=1.O.O.O.[C:18]([O-])(=[O:20])[CH3:19].[Na+].C(OC(=O)C)(=O)C>O>[Cl:2][C:3]1[N:8]=[C:7]([N:9]2[CH2:10][CH2:11][N:12]([C:18](=[O:20])[CH3:19])[CH2:13][CH2:14]2)[CH:6]=[N:5][CH:4]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 198421MK-212 hydrochlorideHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 203960051-[4-(6-Chloropyrazin-2-yl)piperazin-1-yl]ethan-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Chloro-2-(1-piperazinyl)-pyrazine hydrochloride (15 g, 0.064 mole) is added to a solution of 20 g of sodium acetate trihydrate (0.147 mole) in 250 ml ice water. The vigorously stirred mixture is treated with 15 ml acetic anhydride followed by 100 ml water. The mixture is stirred 3 hours while warming to room temperature and the product, which separates as an oil, is extracted with toluene. The toluene extract is washed with water and concentrated in vacuo to give a crude product which is recrystallized twice from n-butylchloride to give the title compound, mp 106°-107.5° C.

Workup

  1. extractionis extracted with toluene
  2. extractionThe toluene extract
  3. washis washed with water
  4. concentrationconcentrated in vacuo
  5. customto give a crude product which
  6. customis recrystallized twice from n-butylchloride

Sources & evidence

ORD record
ord-375c2038410945e2989ce242044ae692
Source dataset
uspto-grants-1979_08
Patent number
US04163849

Reaction notes

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