Trifluoroacetic acid → HCID 21891670, compound

HRID 720252Notes

Reaction equation

HRID 720252 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][NH:5][NH2:6].[C:11](/[CH:13]=[C:14](/[O-])\[C:15]([O:17][CH2:18][CH3:19])=[O:16])#[N:12].[Na+].FC(F)(F)C(O)=O>O1CCOCC1>[NH2:12][C:11]1[N:5]([CH2:4][C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=2[Cl:1])[N:6]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 4170642-ChlorobenzylhydrazineHCID 60090632HCID 60090632, compound

Product 1

HCID 21891670HCID 21891670, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.29 g (14.60 mmol) of 1-(2-chlorobenzyl)hydrazine from Example 1 A are dissolved in 60 ml of dioxane under argon. To this are added 2.38 g 814.60 mmol) of sodium (1E)-1-cyano-3-ethoxy-3-oxo-1-propen-2-olate from Example 6 A and 2.66 g (1.80 ml; 23.36 mmol) of trifluoroacetic acid. The mixture is boiled under reflux overnight and reacted further without further workup. LC/MS (Method 2): Rt=2.45 min MS (EI): m/z=280 (M+H)+

Workup

  1. temperatureunder reflux overnight
  2. customreacted further without further workup

Sources & evidence

ORD record
ord-12b9e6f4b02642daa017303900e62fb4
Source dataset
uspto-grants-2006_11
Patent number
US07135474B2

Reaction notes

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