Triethylamine → HCID 178425008, compound

HRID 488910Notes

Reaction equation

HRID 488910 reaction equation
[C:1]([CH2:3][C:4]([NH2:6])=[S:5])#[N:2].[CH3:7][CH:8]([CH3:16])[CH2:9][C:10](=O)[CH2:11][C:12](=O)[CH3:13].C(N(CC)CC)C>CCO>[CH2:9]([C:10]1[CH:11]=[C:12]([CH3:13])[C:3]([C:1]#[N:2])=[C:4]([SH:5])[N:6]=1)[CH:8]([CH3:16])[CH3:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 763542,4-Heptanedione, 6-methyl-HCID 14162772-Cyanoethanethioamide

Product 1

HCID 178425008HCID 178425008, compoundYield 61.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of cyanothioacetamide (2.20 g, 22 mmol) and 6-methyl-2,4-heptanedione (3.12 g, 22 mmol) in anhydrous EtOH (40 ML) was added triethylamine (0.4 mL) and the reaction was heated at 50° C. for 1 h before it was allowed to cool to room temperature. Filtration and washing of the precipitates with EtOH gave 6-isobutyl-2-mercapto-4-methylnicotinonitrile as a yellow solid (2.8 g, 61%).

Workup

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

Sources & evidence

ORD record
ord-a142c28b97a546368f8a82ace5b32b7a
Source dataset
uspto-grants-2005_12
Patent number
US06974870B2

Reaction notes

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