Methanol → HCID 178494290, compound

HRID 442095Notes

Reaction equation

HRID 442095 reaction equation
[CH:1]([N:4]1[C:8](Cl)=[N:7][C:6]([OH:10])=[N:5]1)([CH3:3])[CH3:2].[Na].[CH3:12][OH:13]>>[CH:1]([N:4]1[C:8]([O:13][CH3:12])=[N:7][C:6]([OH:10])=[N:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 178456690HCID 178456690, compound

Product 1

HCID 178494290HCID 178494290, compound

Conditions

Temperature
-70 °C

Procedure

An amount of 166 g of 1-isopropyl-3-hydroxy-5-chloro-1,2,4-triazole is added to a solution of 115 g of sodium in 1000 ml of methanol; the mixture is then refluxed for 15 hours. After separation of filtration of the precipitated sodium chloride, and concentration of the filtrate in vacuo, the residue is taken up in dilute acetic acid and extracted twice with ether. The ether is evaporated off, and the partially crystalline residue dissolved in a little methanol. On cooling of the solution to -70° C, the product crystallises out. There is thus obtained 43.5 g of 1-isopropyl-3-hydroxy-5-methoxy-1,2,4-triazole in the form of white crystals, M.P. 102° -103° C.

Workup

  1. temperaturethe mixture is then refluxed for 15 hours
  2. customAfter separation of filtration of the precipitated sodium chloride, and concentration of the filtrate in vacuo
  3. extractionextracted twice with ether
  4. customThe ether is evaporated off
  5. dissolutionthe partially crystalline residue dissolved in a little methanol
  6. customthe product crystallises out

Sources & evidence

ORD record
ord-237c9bf82d144e0888f9431e6133b4de
Source dataset
uspto-grants-1977_08
Patent number
US04044124

Reaction notes

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