Sodium ethoxide → Ethyl 2-(4-chloro-1H-pyrazol-1-yl)-2-methylpropanimidate

HRID 931143Notes

Reaction equation

HRID 931143 reaction equation
[O-:1][CH2:2][CH3:3].[Na+].[Na].[Cl:6][C:7]1[CH:8]=[N:9][N:10]([C:12]([CH3:16])([CH3:15])[C:13]#[N:14])[CH:11]=1>C(O)C>[Cl:6][C:7]1[CH:8]=[N:9][N:10]([C:12]([CH3:16])([CH3:15])[C:13](=[NH:14])[O:1][CH2:2][CH3:3])[CH:11]=1

Participants

5

Reactant 3

HCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 898537052-(4-chloro-1H-pyrazol-1-yl)-2-methylpropanenitrile

Product 1

HCID 117966314Ethyl 2-(4-chloro-1H-pyrazol-1-yl)-2-methylpropanimidate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

To a sodium ethoxide solution, prepared from sodium (20 mg, 1 mmol) and ethanol (4 mL), was added a solution of 2-(4-chloro-1H-pyrazol-1-yl)-2-methylpropanenitrile (225 mg, 1.33 mmol) in ethanol (1 mL). The reaction mixture was stirred at 70° C. for 30 min. The solvent was removed under a stream of nitrogen and the residue was dried under high vacuum to afford the crude title compound as a colorless solid, which was used without further purification.

Workup

  1. customThe solvent was removed under a stream of nitrogen
  2. customthe residue was dried under high vacuum

Sources & evidence

ORD record
ord-53b42f7d48e94e92bf13f129cee729bb
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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