Sodium Hydroxide → HCID 68454647, compound

HRID 502416Notes

Reaction equation

HRID 502416 reaction equation
[CH3:1][C:2]1[C:3]([NH:10][CH3:11])=[N:4][CH:5]=C([CH:9]=1)C#N.[OH-].[Na+].[NH4+].[Cl-].C1C[O:19]CC1.[CH2:21]([OH:23])[CH3:22]>>[CH3:1][C:2]1[C:3]([NH:10][CH3:11])=[N:4][CH:5]=[C:22]([CH:9]=1)[C:21]([OH:19])=[O:23]

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 21873804Tetrahydrofuran ethanolHCID 55299728HCID 55299728, compound

Product 1

HCID 68454647HCID 68454647, compound

Procedure

The above prepared 5-methyl-6-methylamino-nicotinonitrile (0.311 g, 2.11 mmol) was dissolved in 10.6 ml of THF/ethanol=1/1 and treated with 0.676 g of NaOH pellets (8 eq.). The mixture was refluxed over night, cooled to room temperature, and neutralized with NH4Cl. Ten times extraction with AcOEt, drying of the combined organic layers over sodium sulfate, and evaporation left 0.159 g of the title acid as reddish solid.

Workup

  1. temperatureThe mixture was refluxed over night
  2. extractionTen times extraction with AcOEt
  3. dry with materialdrying of the combined organic layers over sodium sulfate, and evaporation
  4. waitleft 0.159 g of the title acid as reddish solid

Sources & evidence

ORD record
ord-6411d3c322b240cbb9d99158e5ba1094
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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