HCID 10516623, compound → 5-Methoxy-2-[(phenylmethyl)thio][1,2,4]triazolo[1,5-a]pyrimidine

HRID 649453Notes

Reaction equation

HRID 649453 reaction equation
[CH2:1]([S:8][C:9]1[N:18]=[C:12]2[N:13]=[C:14](Cl)[CH:15]=[CH:16][N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][O-:20].[Na+]>CO.O>[CH2:1]([S:8][C:9]1[N:18]=[C:12]2[N:13]=[C:14]([O:20][CH3:19])[CH:15]=[CH:16][N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 10516623HCID 10516623, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 107546515-Methoxy-2-[(phenylmethyl)thio][1,2,4]triazolo[1,5-a]pyrimidineYield 84%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A mixture of 6.0 g (22 mmol) of 2-benzylthio-5-chloro-1,2,4-triazolo[1,5-a]pyrimidine in 25 ml of methanol was treated with 5.0 g (23.8 mmol) of a 25% solution of sodium methoxide in methanol. After stirring for 1.5 hours the reaction mixture was diluted with 100 ml of water and neutralized with 3N HCL (aq). The solid which separated was collected by filtration, washed with water and dried to afford 5.0 g (84%) of the desired product as a white solid, m.p. 126°-128° C. IR and 1H NMR spectra were in agreement with the assigned structure.

Workup

  1. customThe solid which separated
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-5bf8c9baf5064366acf7d2a78511a26c
Source dataset
uspto-grants-1988_04
Patent number
US04740233

Reaction notes

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