Sodium Acetate → HCID 20294044, compound

HRID 2163514Notes

Reaction equation

HRID 2163514 reaction equation
[C:1]([NH:4][C:5]1[N:6]=[C:7](Br)[S:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2].C([O-])(=O)C.[Na+].[H][H]>CO.[Pd]>[C:1]([NH:4][C:5]1[N:6]=[CH:7][S:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 20294034HCID 20294034, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20294044HCID 20294044, compoundYield 12.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-acetamido-2-bromo-5-phenylthiazole (US Pat. No. 3,244,723) (5.5 g) and sodium acetate (1.55 g) in methanol (110 ml) was hydrogenated at atmospheric pressure over 10% Pd/C catalyst until the theoretical uptake of hydrogen had occurred. The catalyst was removed by filtration and washed with methanol and the filtrate was evaporated to dryness. The residue was recrystallised three times from benzene-petroleum ether (b.p. 60°-80° C.) to give 4-acetamido-5-phenylthiazole (1.5 g) m.p. 105°-7° C. (Found: C, 60.3; H, 4.65; N, 12.7. C11H10N2OS requires: C, 60.5; H, 4.6; N, 12.8%).

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol
  3. customthe filtrate was evaporated to dryness
  4. customThe residue was recrystallised three times from benzene-petroleum ether (b.p. 60°-80° C.)

Sources & evidence

ORD record
ord-ab6aacaa978140e1858ceb57b1754fa4
Source dataset
uspto-grants-1979_01
Patent number
US04134984

Reaction notes

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