Ethylamine → HCID 86750054, compound

HRID 581820Notes

Reaction equation

HRID 581820 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](C=O)[CH:2]=1.[CH2:9]([NH2:11])[CH3:10]>C(Cl)(Cl)Cl>[N:1]1[CH2:2][C:3](=[N:11][CH2:9][CH3:10])[CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 103713-Pyridinecarboxaldehyde

Product 1

HCID 86750054HCID 86750054, compoundYield 101.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 3-pyridinecarboxaldehyde (1 g, 9.3 mmol) and ethylamine (661 mg, 10.2 mmol, 70% wt in water) was strirred at room temperature for 18 h. The reaction mixture was diluted with chloroform (20 mL) and dried over anhydrous K2CO3. The solution was filtered and the solvent was evaporated to afford N-(3-pyridylidene)-ethylamine (XVII) 1.15 g (92%), which was used immediately without further purification. 1H NMR (CDCl3): δ 8.82 (s, 1H), 8.60 (d, 1H), 8.28 (s,1H), 8.10 (m, 1H), 7.4-7.3 (m, 1H), 3.78-3.62 (q, 2H), 1.38-1.22 (t, 3H).

Workup

  1. dry with materialdried over anhydrous K2CO3
  2. filtrationThe solution was filtered
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-36f6d83c812f43129d310bfcc75b1c13
Source dataset
uspto-grants-1999_07
Patent number
US05922723

Reaction notes

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