Acetic Acid → HCID 2775935, compound

HRID 635801Notes

Reaction equation

HRID 635801 reaction equation
[S:1]=[C:2]1[CH:7]=[N:6][NH:5][C:4](=[O:8])[NH:3]1.CI.[OH-].[Na+].[C:13](O)(=O)C>O>[CH3:13][S:1][C:2]1[CH:7]=[N:6][NH:5][C:4](=[O:8])[N:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 14162865-Thioxo-4,5-dihydro-1,2,4-triazin-3(2H)-one

Product 1

HCID 2775935HCID 2775935, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound 9a (30 g, 232 mmol) and CH3I (15.9 ml, 255 mmol) are placed in 300 ml of water. 18.6 g of NaOH (465 mmol) are added and the mixture is stirred for 1 h at room temperature. The reaction mixture, cooled on a bed of ice, is neutralized using 27 ml of acetic acid and then extracted with dichloromethane. The organic phases are dried (MgSO4) and then concentrated to dryness. After recrystallizing from ether, 29.9 g of compound 9b are isolated.

Workup

  1. temperatureThe reaction mixture, cooled on a bed of ice
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phases are dried (MgSO4)
  4. concentrationconcentrated to dryness
  5. customAfter recrystallizing from ether, 29.9 g of compound 9b
  6. customare isolated

Sources & evidence

ORD record
ord-727fbd0710e5469f87d70ea172070feb
Source dataset
uspto-grants-2001_02
Patent number
US06191130B1

Reaction notes

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