Hydrazine, (phenylmethyl)-, hydrochloride (1:1) → HCID 178430951, compound

HRID 1488145Notes

Reaction equation

HRID 1488145 reaction equation
[CH3:1][CH:2]([CH:8]=O)[C:3]([O:5]CC)=O.Cl.[CH2:11]([NH:18][NH2:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(O)C>[CH2:11]([N:18]1[C:3]([OH:5])=[C:2]([CH3:1])[CH:8]=[N:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14084Hydrazine, (phenylmethyl)-, hydrochloride (1:1)HCID 10898741Ethyl 2-Formylpropionate2×

Product 1

HCID 178430951HCID 178430951, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Into a 100-mL round-bottom flask, was placed a solution of ethyl 2-methyl-3-oxopropanoate (compound 249.1, 500 mg, 3.84 mmol) in ethanol (15 mL). Benzylhydrazine hydrochloride (730 mg, 4.66 mmol) was added and the reaction was stirred for 5 h at 80° C., then concentrated under reduced pressure. The residue was purified by a silica gel chromatography with dichloromethane/methanol (30:1) as eluent to obtain the title compound as a yellow oil (430 mg, 59%).

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by a silica gel chromatography with dichloromethane/methanol (30:1) as eluent

Sources & evidence

ORD record
ord-06c9e5dd620842ffbcfb85d95e5e7a9c
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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