Sodium Bicarbonate → Suritozole

HRID 341863Notes

Reaction equation

HRID 341863 reaction equation
[CH3:1][N:2]([C:13]([NH:15][CH3:16])=[S:14])[NH:3][C:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1.C(=O)(O)[O-].[Na+]>>[CH3:1][N:2]1[C:13](=[S:14])[N:15]([CH3:16])[C:4]([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=2)=[N:3]1

Participants

3

Reactant 2

HCID 516892Sodium BicarbonateHCID 15733509HCID 15733509, compound

Product 1

HCID 25431Suritozole

Procedure

2,4-Dimethyl-l-(3-fluorobenzoyl)thiosemicarbazide (11.1 g, 46.0 mmol) and 1 molar aqueous sodium bicarbonate (460 mL, 0.460 mol) were stirred and heated to reflux. After being refluxed for 5 h, the reaction was allowed to cool to room temperature. After stirring overnight, the reaction was placed in the freezer for several hours. The precipitate was then collected by filtration. Crystallization from isopropanol afforded the desired product as colorless, matted needles, mp 126°-128° C.

Workup

  1. temperatureheated to reflux
  2. temperatureAfter being refluxed for 5 h
  3. waitthe reaction was placed in the freezer for several hours
  4. filtrationThe precipitate was then collected by filtration
  5. customCrystallization from isopropanol

Sources & evidence

ORD record
ord-4a08847f177243c6a5dbe6d3e43abe7d
Source dataset
uspto-grants-1999_01
Patent number
US05856350

Reaction notes

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