4-Acetyl-2-butyl-5-cyano-1-tritylimidazole → HCID 178441657, compound

HRID 53021Notes

Reaction equation

HRID 53021 reaction equation
[C:1]([C:4]1[N:5]=[C:6]([CH2:30][CH2:31][CH2:32][CH3:33])[N:7](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:8]=1[C:9]#[N:10])(=[O:3])[CH3:2]>C(O)(=O)C>[C:1]([C:4]1[N:5]=[C:6]([CH2:30][CH2:31][CH2:32][CH3:33])[NH:7][C:8]=1[C:9]#[N:10])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 190360854-Acetyl-2-butyl-5-cyano-1-tritylimidazole

Product 1

HCID 178441657HCID 178441657, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 1.78 g of 4-acetyl-2-butyl-5-cyano-1-tritylimidazole [prepared as described in step (ii) above] in 80% v/v aqueous acetic acid was stirred at 60° C. for 1 hour. The solution thus obtained was concentrated to dryness by evaporation under reduced pressure. The resulting residue was purified by column chromatography through silica gel, using a 3:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 0.66 g of the title compound as a colorless solid, melting at 77°-78° C.

Workup

  1. customThe solution thus obtained
  2. concentrationwas concentrated to dryness by evaporation under reduced pressure
  3. customThe resulting residue was purified by column chromatography through silica gel
  4. additionby volume mixture of hexane and ethyl acetate as the eluent

Sources & evidence

ORD record
ord-6e71515010dc416ea8566747e85dcd7a
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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