Formaldehyde → 1-(Hydroxymethyl)-1H-pyrazole-3-carbonitrile

HRID 1983003Notes

Reaction equation

HRID 1983003 reaction equation
[C:1]([C:3]1[CH:7]=[CH:6][NH:5][N:4]=1)#[N:2].[CH2:8]=[O:9]>CC(C)=O>[OH:9][CH2:8][N:5]1[CH:6]=[CH:7][C:3]([C:1]#[N:2])=[N:4]1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 178510229HCID 178510229, compound

Product 1

HCID 231492041-(Hydroxymethyl)-1H-pyrazole-3-carbonitrileYield 78.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
130 °C

Procedure

The mixture of 0.86 g of 3-cyano-1H-pyrazole and 0.55 g of paraformaldehyde was stirred at 130° C. for 7 hours. After the reaction mixture was cooled to room temperature, acetone was added to the reaction mixture. After the mixture was filtered, the filterate was concentrated under reduced pressure to obtain 0.89 g of 1-(hydroxymethyl)-3-cyano-1H-pyrazole.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationAfter the mixture was filtered
  3. concentrationthe filterate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b89ab9f59ab34374bd4b9245c26fa816
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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