Methanol → HCID 19975220, compound

HRID 1450145Notes

Reaction equation

HRID 1450145 reaction equation
[CH2:1]([S:8][C:9]1[N:18]=[C:12]2[CH:13]=[N:14][CH:15]=[C:16](Br)[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][OH:20]>C[O-].[Na+]>[CH2:1]([S:8][C:9]1[N:18]=[C:12]2[CH:13]=[N:14][CH:15]=[C:16]([O:20][CH3:19])[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 887Methanol2×HCID 19975223HCID 19975223, compound

Product 1

HCID 19975220HCID 19975220, compound

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideSolvent

Procedure

2-Benzylthio-5-bromo[1,2,4]triazolo[1,5-a]pyrazine (0.71 g) was dissolved in 20 mL of methanol and to this 1.20 mL of 25 percent by weight solution of sodium methoxide in methanol was added by means of a syringe with stirring at ambient temperature. The mixture turned pale yellow and the reaction was complete in 4 hours. The mixture was quenched with 0.5 mL of glacial acetic acid and the volatiles were removed by evaporation under reduced pressure. The oily residue was triturated with water and the solid that formed was recovered by filtration to obtain 0.31 g (50 percent of theory) of the title compound as a light brown solid melting at 114°-116° C.

Workup

  1. additionwas added by means of a syringe
  2. customThe mixture was quenched with 0.5 mL of glacial acetic acid
  3. customthe volatiles were removed by evaporation under reduced pressure
  4. customThe oily residue was triturated with water
  5. customthe solid that formed
  6. filtrationwas recovered by filtration

Sources & evidence

ORD record
ord-9bacab4a7ce74f6887e830b36dffb015
Source dataset
uspto-grants-1997_02
Patent number
US05602075

Reaction notes

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