4-Acetylpyridine → HCID 22504439, compound

HRID 1432275Notes

Reaction equation

HRID 1432275 reaction equation
Cl.[CH3:2][S:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12]N)=[CH:8][CH:7]=1)(=[O:5])=[O:4].[C:14]([C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)(=O)[CH3:15].C(=O)([O-])O.[Na+]>>[CH3:2][S:3]([C:6]1[CH:11]=[C:10]2[C:9](=[CH:8][CH:7]=1)[NH:12][C:14]([C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)=[CH:15]2)(=[O:5])=[O:4]

Participants

4

Reactant 3

HCID 142824-AcetylpyridineHCID 516892Sodium BicarbonateHCID 27351814-(Methylsulfonyl)phenylhydrazine hydrochloride

Product 1

HCID 22504439HCID 22504439, compound

Conditions

Temperature
150 °C

Procedure

To a mixture of 1-(4-methanesulfonyl-phenyl)-hydrazine hydrochloride (1.0 g) and polyphosphoric acid (15 g), 4-acetylpyridine (0.47 ml) was added and the mixture was stirred at 150° C. for 1 hour. The reaction solution was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform. The organic layer was concentrated under reduced pressure. The resulting residue was washed with n-hexane to obtain 0.9591 g of the desired product as a white solid.

Workup

  1. additionwas added
  2. extractionextracted with chloroform
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. washThe resulting residue was washed with n-hexane

Sources & evidence

ORD record
ord-4c3f24c5703949779e8dd69c0758c822
Source dataset
uspto-grants-2009_11
Patent number
US07612070B2

Reaction notes

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