Sodium Carbonate → 2-(6-Methylpyridin-2-yl)ethan-1-amine

HRID 373151Notes

Reaction equation

HRID 373151 reaction equation
O.NN.[CH3:4][C:5]1[N:10]=[C:9]([CH2:11][CH2:12][N:13]2C(=O)C3=CC=CC=C3C2=O)[CH:8]=[CH:7][CH:6]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:4][C:5]1[N:10]=[C:9]([CH2:11][CH2:12][NH2:13])[CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 14478208N-[2-(6-methyl-2-pyridyl)ethyl]phthalimide

Product 1

HCID 15141652-(6-Methylpyridin-2-yl)ethan-1-amineYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

28.5 ml (29.4 g, 586 mmol) of hydrazine monohydrate was added to a solution of 39.0 g (147 mmol) of N-[2-(6-methyl-2-pyridyl)ethyl]phthalimide obtained in the above step (1) in 300 ml of ethanol and the mixture was stirred at room temperature for 1.5 h. The mixture was poured into 300 ml of a saturated aqueous sodium carbonate solution. After extraction with chloroform, the organic layer was concentrated and the oily residue thus obtained was purified by distillation (75° to 80° C./0.01 mmHg). 12.6 g (yield: 63%) of the intended compound was obtained as a colorless oil.

Workup

  1. extractionAfter extraction with chloroform
  2. concentrationthe organic layer was concentrated
  3. customthe oily residue thus obtained
  4. distillationwas purified by distillation (75° to 80° C./0.01 mmHg)

Sources & evidence

ORD record
ord-972e758d9c174fa2825bcaeed359b4c2
Source dataset
uspto-grants-1992_11
Patent number
US05162347

Reaction notes

Loading…