Methyl iodide → HCID 20275273, compound

HRID 370722Notes

Reaction equation

HRID 370722 reaction equation
[Cl:1][C:2]1[N:7]2[NH:8][N:9]([OH:11])[CH:10]=[C:6]2[CH:5]=[C:4]([S:12][CH3:13])[N:3]=1.[CH3:14]I.C[O-].[Na+]>CO>[Cl:1][C:2]1[N:7]2[NH:8][N:9]([O:11][CH3:14])[CH:10]=[C:6]2[CH:5]=[C:4]([S:12][CH3:13])[N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 20275265HCID 20275265, compound

Product 1

HCID 20275273HCID 20275273, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.2 g (5 mmole) of 7-chloro-2-hydroxy-5-methylthiotriazolo[1,5-c]pyrimidine (from Example 7), 2 g (14 mmole) of methyl iodide, 1.2 g (5 mmole) of sodium methoxide (as a 25% methanolic solution), and 50 ml of methanol was heated at its reflux temperature for two hours and then cooled. The solid was collected by filtration and recrystallized from a 50:50 mixture of glyme and hexane to provide yellow crystals of 7-chloro-2-methoxy-5-methylthiotriazolo[1,5-c]pyrimidine, m.p. 243°-244° C. Analysis: Calculated for C7H7ClN4OS: %C, 36.4; %H, 3.1; %N, 24.3; Found: %C, 36.3; %H, 2.9; %N, 24.2.

Workup

  1. temperaturewas heated at its
  2. temperaturereflux temperature for two hours
  3. temperaturecooled
  4. filtrationThe solid was collected by filtration
  5. customrecrystallized from a 50:50 mixture of glyme and hexane

Sources & evidence

ORD record
ord-5c3c9cff0cd0481c99954e0cc2f9cd48
Source dataset
uspto-grants-1985_07
Patent number
US04528288

Reaction notes

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