Pinacolone → Pinacolone Semicarbazone

HRID 1162766Notes

Reaction equation

HRID 1162766 reaction equation
[CH3:1][C:2](=O)[C:3]([CH3:6])([CH3:5])[CH3:4].Cl.[NH2:9][NH:10][C:11]([NH2:13])=[O:12].C([O-])(=O)C.[Na+]>O>[CH3:1][C:2](=[N:9][NH:10][C:11]([NH2:13])=[O:12])[C:3]([CH3:6])([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 6416PinacoloneHCID 11236Semicarbazide hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 4318256Pinacolone SemicarbazoneYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Pinacolone (10 g, 99.8 mmol) was added to a solution of semicarbazide hydrochloride (11.13 g, 99.8 mmol) and sodium acetate (16.4 g, 199 mmol) in water (60 mL). The mixture was stirred for 17 h at ambient temperature. The white precipitate was filtered and washed with water and diethyl ether. The solid was dried under vacuo at 50° C. to yield the desired product (11.09 g, 70.5 mmol, 71%).

Workup

  1. filtrationThe white precipitate was filtered
  2. washwashed with water and diethyl ether
  3. customThe solid was dried under vacuo at 50° C.

Sources & evidence

ORD record
ord-a2f123d7b917492a93eeea3892434146
Source dataset
uspto-grants-2010_10
Patent number
US07820707B2

Reaction notes

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