Triethylamine → HCID 178442139, compound

HRID 488912Notes

Reaction equation

HRID 488912 reaction equation
[C:1]([CH2:3][C:4]([NH2:6])=[S:5])#[N:2].[CH3:7][C:8](=O)[CH2:9][C:10](=O)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C(N(CC)CC)C>CCO>[CH2:11]([C:10]1[CH:9]=[C:8]([CH3:7])[C:3]([C:1]#[N:2])=[C:4]([SH:5])[N:6]=1)[CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 803142,4-NonanedioneHCID 14162772-Cyanoethanethioamide

Product 1

HCID 178442139HCID 178442139, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of 2-cyanothioacetamide (1.4 g, 14 mmol) and 2,4-nonanedione (2.0 g, 13 mmol) in anhydrous EtOH (40 mL) was added triethylamine (0.5 mL) and the reaction was heated at 50° C. for 1 h and then was allowed to cool to room temperature. Filtration and washing of the precipitates with EtOH gave 6-pentyl-2-mercapto4-methyl-nicotinonitrile as a yellow solid (1.84 g, 62.1%).

Workup

  1. temperatureto cool to room temperature
  2. filtrationFiltration
  3. washwashing of the
  4. customprecipitates with EtOH

Sources & evidence

ORD record
ord-a924713ff31a4db2b13dcd584750e1ff
Source dataset
uspto-grants-2005_12
Patent number
US06974870B2

Reaction notes

Loading…