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

HRID 844969Notes

Reaction equation

HRID 844969 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-df44b6149cee4afba133aa1af76980f0
Source dataset
uspto-grants-1988_07
Patent number
US04755212

Reaction notes

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