Triethyl orthoacetate → HCID 22744083, compound

HRID 1978979Notes

Reaction equation

HRID 1978979 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[C:8]([C:9]([NH:11][NH2:12])=[O:10])=[CH:7][N:6]=[CH:5][CH:4]=1.[C:15](OCC)(OCC)(OCC)[CH3:16]>>[CH3:15][C:16]1[O:10][C:9]([C:8]2[CH:7]=[N:6][CH:5]=[CH:4][C:3]=2[C:2]([F:1])([F:13])[F:14])=[N:11][N:12]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 27777674-(trifluoromethyl)pyridine-3-carbohydrazide

Product 1

HCID 22744083HCID 22744083, compound

Procedure

500 mg of 4-trifluoromethylnicotinic hydrazide were heated under reflux in 3.5 ml of triethyl orthoacetate for 2 hours. The reaction mixture was subsequently concentrated and the residue was carefully admixed with 2 ml of phosphorus oxychloride. The mixture was stirred at room temperature for 1 hour and then poured on ice and extracted with ethyl acetate. Chromatographic purification of the crude product obtained after drying and concentrating gave the desired compound as a yellowish oil.

Workup

  1. concentrationThe reaction mixture was subsequently concentrated
  2. additionpoured on ice
  3. extractionextracted with ethyl acetate
  4. customChromatographic purification of the crude product
  5. customobtained
  6. customafter drying
  7. concentrationconcentrating

Sources & evidence

ORD record
ord-18855ebb976f40e2ae54c43b7a4dfb4d
Source dataset
uspto-grants-2001_05
Patent number
US06239160B1

Reaction notes

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