Formaldehyde → HCID 22379921, compound

HRID 895519Notes

Reaction equation

HRID 895519 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[N:11][CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[CH2:13]=[O:14]>>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([CH2:13][OH:14])=[N:11][CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 22379934HCID 22379934, compound

Product 1

HCID 22379921HCID 22379921, compound

Conditions

Temperature
150 °C

Procedure

A mixture of the crude 1-(3-Fluorophenyl)-1,2,4-triazole and formaldehyde (10 mL of 37 wt % in water) is heated at 150° C. in a sealed tube for 48 h. After cooling the reaction vessel, the reaction mixture is extracted with dichloromethane, dried (MgSO4), concentrated, and the residue purified using silica gel chromatography to afford 1-(3-Fluorophenyl)-5-hydroxymethyl-1,2,4-triazole. 1H NMR (CDCl3) δ 8.02 (s, 1H), 7.42-7.53 (m, 3H), 7.22-7.29 (m, 1H), 4.81 (s, 2H). LCMS 194.2 (MH−).

Workup

  1. temperatureAfter cooling the reaction vessel
  2. extractionthe reaction mixture is extracted with dichloromethane
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customthe residue purified

Sources & evidence

ORD record
ord-a9a3cf7f804d4ed98bce76324f0dfad2
Source dataset
uspto-grants-2005_07
Patent number
US06916819B2

Reaction notes

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