2-Bromo-1-(3-nitrophenyl)ethan-1-one → 4-(3-Nitrophenyl)-2-(3-pyridyl)-thiazole hydrobromide

HRID 989189Notes

Reaction equation

HRID 989189 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=O.[C:14]([NH2:22])(=[S:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1>C(O)C>[BrH:1].[N+:11]([C:7]1[CH:6]=[C:5]([C:3]2[N:22]=[C:14]([C:15]3[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=3)[S:21][CH:2]=2)[CH:10]=[CH:9][CH:8]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 752132-Bromo-1-(3-nitrophenyl)ethan-1-oneHCID 737155Thionicotinamide

Product 1

HCID 28238744-(3-Nitrophenyl)-2-(3-pyridyl)-thiazole hydrobromideYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-bromo-3′-nitroacetophenone (5 g, 20 mmol) and thionicotinamide (2.76 g, 20 mmol) in ethanol (25 ml) was heated to reflux for 1 h, during which time extensive precipitation occurred. Filtration and drying afforded the product as a yellow solid (6.7 g, 92%).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1 h, during which time extensive precipitation
  3. filtrationFiltration
  4. customdrying

Sources & evidence

ORD record
ord-dcdfa7ba5a9649b4987c5725033af87f
Source dataset
uspto-grants-2003_10
Patent number
US06638953B2

Reaction notes

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