Hydroxylamine HCl → HCID 89308677, compound

HRID 1503607Notes

Reaction equation

HRID 1503607 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:25]([F:28])([F:27])[F:26])/[CH:10]=[CH:11]/[C:12]2[CH:13]=[CH:14][C:15]([N:20]3[CH:24]=[N:23][CH:22]=[N:21]3)=[C:16]([CH:19]=2)[C:17]#[N:18])[CH:5]=[C:6]([Cl:8])[CH:7]=1.C([O-])(=O)C.[Na+].[Cl-].[OH:35][NH3+:36]>C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:25]([F:27])([F:26])[F:28])/[CH:10]=[CH:11]/[C:12]2[CH:13]=[CH:14][C:15]([N:20]3[CH:24]=[N:23][CH:22]=[N:21]3)=[C:16]([CH:19]=2)/[C:17](=[N:36]/[OH:35])/[NH2:18])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

5

Reactant 3

HCID 21645Hydroxylamine HClHCID 517045Sodium AcetateHCID 86722566HCID 86722566, compound

Product 1

HCID 89308677HCID 89308677, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of (E)-5-(3-(3,5-dichlorophenyl)-4,4,4-trifluorobut-1-en-1-yl)-2-(1H-1,2,4-triazol-1-yl)benzonitrile (0.3 g, 0.71 mmol), sodium acetate (0.087 g, 1.065 mmol) and hydroxylammonium chloride (0.072 g, 1.065 mmol) in 9:1 ethanol/water mixture (10 mL) was stirred at 70° C. for 8 h. The reaction was cooled to RT, and the ethanol was evaporated. The residue was dissolved in water and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford the title compound as an off white solid.

Workup

  1. customthe ethanol was evaporated
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted with EtOAc (2×)
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4462f83de9f3432095b93d7d5fb6ae2b
Source dataset
uspto-grants-2015_12
Patent number
US09212163B2

Reaction notes

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