Sodium Bicarbonate → HCID 13938915, compound

HRID 255570Notes

Reaction equation

HRID 255570 reaction equation
[O-:1][C:2]#[N:3].[K+].[OH:5][CH:6]([CH2:15][CH3:16])[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=O.C(=O)(O)[O-].[Na+]>Cl.O>[CH2:15]([C:6]1[O:5][C:2](=[O:1])[NH:3][C:7]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH3:16]

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 11378442Potassium cyanateHCID 156704892-Hydroxy-1-(pyridin-2-yl)butan-1-one

Product 1

HCID 13938915HCID 13938915, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent

Procedure

Potassium cyanate (35.4 g, 0.44 mol) was added to a solution of 2-hydroxy-1-(2-pyridyl)butan-1-one (31 g, 0.15 mol) in 250 ml of 2N HCl diluted with 300 ml of water. After 1 hour the acidity was adjusted (pH=1) with concentrated hydrochloric acid and then allowed to stir overnight. The mixture was made basic by addition of aqueous sodium bicarbonate. The resulting gummy precipitate was chromatographed on silica gel and recrystallized twice from 50% aqueous ethanol to give the title compound, m.p 196°-97° C. (dec.).

Workup

  1. customThe resulting gummy precipitate was chromatographed on silica gel
  2. customrecrystallized twice from 50% aqueous ethanol

Sources & evidence

ORD record
ord-0cd20ba2995942138c1d9dcc8e630e12
Source dataset
uspto-grants-1987_10
Patent number
US04698353

Reaction notes

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