Imidazole → HCID 13135499, compound

HRID 280284Notes

Reaction equation

HRID 280284 reaction equation
Br[CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][C:6]([Br:13])=[CH:7][C:8]=2[Br:12])[C:3]1=[O:14].[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1>CN(C)C=O>[N:15]1([CH:2]2[CH2:11][CH2:10][C:9]3[C:4](=[CH:5][C:6]([Br:13])=[CH:7][C:8]=3[Br:12])[C:3]2=[O:14])[CH:19]=[CH:18][N:17]=[CH:16]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 23322011HCID 23322011, compound

Product 1

HCID 13135499HCID 13135499, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2,5,7-tribromo-3,4-dihydro-1(2H)-naphthalenone (1 g), imidazole (0.7 g), and N,N-dimethylformamide (15 ml) was stirred at room temperature for 5 hours. The solvent was evaporated under reduced pressure and the residue, taken up with CH2Cl2 (20 ml), washed with H2O, was extracted with a solution of 8% HCl. The acid solution, neutralized with NaHCO3, extracted with CH2Cl2, dried and evaporated, gave 0.6 g of 2-(1-imidazolyl)-3,4-dihydro-5,7-dibromo-1(2H)-naphthalenone;

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. washwashed with H2O
  3. extractionwas extracted with a solution of 8% HCl
  4. extractionextracted with CH2Cl2
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-4625ee0518234831b708a36c22407a19
Source dataset
uspto-grants-1986_05
Patent number
US04588738

Reaction notes

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