Imidazole → HCID 53792902, compound

HRID 1460046Notes

Reaction equation

HRID 1460046 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([CH:12]([CH3:14])[CH3:13])[N:3]=1.[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1>C(#N)C>[N:15]1([C:2]2[N:7]=[C:6]([N:15]3[CH:19]=[CH:18][N:17]=[CH:16]3)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([CH:12]([CH3:14])[CH3:13])[N:3]=2)[CH:19]=[CH:18][N:17]=[CH:16]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 214450712,4-Dichloro-5-nitro-6-(propan-2-yl)pyrimidine

Product 1

HCID 53792902HCID 53792902, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Combine 29 g (0.12 mol) of 2,4-dichloro-5-nitro-6-(2-propyl)-pyrimidine with 42 g (0.62 mol) of imidazole in 500 mL of acetonitrile, and stir at room temperature for 24 h. Remove the solvent under vacuum, slurry the residue in 500 mL of CH2Cl2 and wash with 4×500 mL 10% K2CO3. Dry the organic portion over MgSO4, treat with charcoal, filter and concentrate the filtrate to dryness under vacuum to afford 2,4-bis(1H-imidazol-1-yl)-5-nitro-6-(2-propyl) pyrimidine.

Workup

  1. customRemove the solvent under vacuum
  2. washwash with 4×500 mL 10% K2CO3
  3. dry with materialDry the organic portion over MgSO4
  4. additiontreat with charcoal
  5. filtrationfilter
  6. concentrationconcentrate the filtrate to dryness under vacuum

Sources & evidence

ORD record
ord-9314b9fd52684adba8ce7a0cf51c75ce
Source dataset
uspto-grants-1998_12
Patent number
US05854419

Reaction notes

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