Triethylamine → Ethyl oxo-[N'-(3-phenylpropionyl)hydrazino]acetate

HRID 230789

Reaction equation

HRID 230789 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]([NH:11][NH2:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Cl[C:21](=[O:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23]>C(Cl)(Cl)Cl>[O:27]=[C:21]([NH:12][NH:11][C:9](=[O:10])[CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:22]([O:24][CH2:25][CH3:26])=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 2493483-Phenylpropanehydrazide

Product 1

HCID 68997631Ethyl oxo-[N'-(3-phenylpropionyl)hydrazino]acetate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The 3-phenylpropionic acid hydrazide mixture (499 mg) obtained in Production Example 22-1 was dissolved in chloroform (30 mL), and triethylamine (0.86 mL) and ethyl chloroglyoxalate (0.4 mL) were added thereto, and stirred at room temperature for 5 hours. After the reaction, the reaction liquid was entirely concentrated, and the resulting residue was purified through silica gel column chromatography (chloroform/methanol=94/6) to obtain the entitled compound (760 mg).

Workup

  1. customAfter the reaction
  2. customthe reaction liquid
  3. concentrationwas entirely concentrated
  4. customthe resulting residue was purified through silica gel column chromatography (chloroform/methanol=94/6)

Sources & evidence

ORD record
ord-6feddf2aa9af48918ff794a2e92064c8
Source dataset
uspto-grants-2009_07
Patent number
US07566781B2

Linked notes

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