Formaldehyde → 1-(Hydroxymethyl)-3-(trifluoromethyl)-1H-1,2,4-triazole

HRID 1983037Notes

Reaction equation

HRID 1983037 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3]1[N:7]=[CH:6][NH:5][N:4]=1.[CH2:10]=[O:11]>CC(C)=O>[F:1][C:2]([F:9])([F:8])[C:3]1[N:7]=[CH:6][N:5]([CH2:10][OH:11])[N:4]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 178506277HCID 178506277, compound

Product 1

HCID 231491401-(Hydroxymethyl)-3-(trifluoromethyl)-1H-1,2,4-triazoleYield 94.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
150 °C

Procedure

The mixture of 2.74 g of 3-(trifluoromethyl)-1H-1,2,4-triazole and 1.20 g of paraformaldehyde was stirred at 150° C. for 5 hours. After the reaction mixture was cooled to room temperature, acetone was added to the reaction mixture, and the mixture was filtered. The filtrate was concentrated. The residue was subjected to silica gel column chromatography to obtain 3.15 g of 3-(trifluoromethyl)-1H-1,2,4-triazole 1-ylmethanol.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationthe mixture was filtered
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-62a792cdb76445bc966e229dbf830580
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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