Benzene → HCID 533795, compound

HRID 1243519Notes

Reaction equation

HRID 1243519 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=O)[CH3:8])[CH:2]=1.[C:10]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:11].C1C=CC=CC=1.C([O-])(=O)C.[NH4+]>C(O)(=O)C>[CH2:16]([O:15][C:13](=[O:14])[C:12]([C:10]#[N:11])=[C:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH3:8])[CH3:17]

Participants

6

Reactant 4

HCID 241BenzeneHCID 7764Ethyl cyanoacetateHCID 95893-AcetylpyridineHCID 517165Ammonium Acetate

Product 1

HCID 533795HCID 533795, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-Pyridin-3-yl-ethanone, ethyl cyanoacetate, benzene, ammonium acetate, and acetic acid were refluxed for 16 hrs in a 250 mL round bottomed flask fitted with a Dean-Stark trap. The solutions were washed with water and brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel chromatography to yield the product as an oil. MS (ESI+) for C12H12N2O2 m/z 217.2 (M+H)+.

Workup

  1. customfitted with a Dean-Stark trap
  2. washThe solutions were washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-84bdd1a06d314ca48ea57e6c275d95fd
Source dataset
uspto-grants-2006_10
Patent number
US07119098B2

Reaction notes

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