Methanol → HCID 20488913, compound

HRID 1995031Notes

Reaction equation

HRID 1995031 reaction equation
[SH:1][C:2]1[N:7]([NH2:8])[C:6](=[O:9])[C:5]([C:10]2([CH2:13][CH3:14])[CH2:12][CH2:11]2)=[N:4][N:3]=1.O.[CH3:16]I.CO>[OH-].[Na+]>[CH3:16][S:1][C:2]1[N:7]([NH2:8])[C:6](=[O:9])[C:5]([C:10]2([CH2:13][CH3:14])[CH2:12][CH2:11]2)=[N:4][N:3]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962Water2×HCID 6328Methyl iodideHCID 178435271HCID 178435271, compound

Product 1

HCID 20488913HCID 20488913, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

6 g of 3-mercapto-4-amino-6-(1-ethylcyclopropyl)-1,2,4-triazin-5(4H)-one is dissolved in 14.2 ml of 2 N NaOH and 20 ml of H2O in the cold state. To the solution is added a solution consisting of 4.8 g of methyl iodide and 35 ml of CH3OH. The solution is stirred for 3 hours at room temperature; H2O is added and the solution is subsequently extracted 3 times with 50 ml of ethyl acetate each time. The organic phase is separated, dried, and evaporated to dryness. The residue (5.7 g) is recrystallized from 0 ml of toluene/petroleum ether (40°-65° C.)=1:1. There is thus obtained 4 g of white crystals of the formula ##STR3## having a melting point of 93°-95° C. The n-propyl derivative can be prepared in a similar manner.

Workup

  1. additionTo the solution is added a solution
  2. extractionthe solution is subsequently extracted 3 times with 50 ml of ethyl acetate each time
  3. customThe organic phase is separated
  4. customdried
  5. customevaporated to dryness
  6. customThe residue (5.7 g) is recrystallized from 0 ml of toluene/petroleum ether (40°-65° C.)=1:1
  7. customThe n-propyl derivative can be prepared in a similar manner

Sources & evidence

ORD record
ord-47874c9c95f84bf49bb877a114f09b56
Source dataset
uspto-grants-1983_09
Patent number
US04402733

Reaction notes

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