HCID 21790526, compound → HCID 67050092, compound

HRID 2103829Notes

Reaction equation

HRID 2103829 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].[CH2:8]([C:13]1[CH:18]=[CH:17][C:16]([C:19](=O)[CH:20]=[O:21])=[CH:15][CH:14]=1)[CH2:9][CH2:10][CH2:11][CH3:12]>C(O)(=O)C>[CH2:8]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:2]([CH3:1])[N:3]=[C:4]([C:5](=[O:7])[CH3:6])[C:20]=2[OH:21])=[CH:15][CH:14]=1)[CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 21790526HCID 21790526, compoundHCID 727702682-Oxopropanal methylhydrazone

Product 1

HCID 67050092HCID 67050092, compoundYield 10.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-Oxopropanal methylhydrazone (8.6 mmol, 861 mg) synthesized in Reference Synthetic Example 1 and (4-n-pentylphenyl)(oxo)acetaldehyde (8.6 mmol, 1.757 g) synthesized in Reference Synthetic Example 6 were dissolved in acetic acid (30 mL) and stirred at 100° C. for about 5 hours. Then, the solvent was evaporated, and the residue was dried by means of a vacuum pump and purified by silica gel column chromatography (n-hexane/AcOEt=2/1, and 4/1) to give the desired product as an orange solid (252.5 mg, yield 10.3%, crude).

Workup

  1. customsynthesized in Reference Synthetic Example 6
  2. customThen, the solvent was evaporated
  3. customthe residue was dried by means of a vacuum pump
  4. custompurified by silica gel column chromatography (n-hexane/AcOEt=2/1, and 4/1)

Sources & evidence

ORD record
ord-8ce9745d60b04574b020766d20efc2b3
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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