Ethylenediamine → N-pyridin-3-ylethane-1,2-diamine

HRID 1270140Notes

Reaction equation

HRID 1270140 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].Cl[C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1.CC(C)([O-])C.[K+]>O>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([NH:3][CH2:2][CH2:1][NH2:4])[CH:7]=1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 122873-ChloropyridineHCID 23665647Potassium tert-butoxide

Product 1

HCID 14834213N-pyridin-3-ylethane-1,2-diamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
118 °C

Procedure

A mixture of 1.32 g of ethylenediamine, 250 mg of 3-chloropyridine, and 740 mg of potassium tert-butoxide was heated at 118° C. in a sealed tube for 18 hrs. The reaction was cooled to room temperature, diluted with water and extracted with chloroform. The organic extracts were dried over sodium sulfate, filtered, and concentrated to give the title product as a red oil. MS (M+H)+=137.9.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. extractionextracted with chloroform
  3. dry with materialThe organic extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e1de8f5f0dc94312969d7dcbc46c29b9
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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