Hydroxyamine hydrochloride → HCID 178513264, compound

HRID 2407477Notes

Reaction equation

HRID 2407477 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl.[NH2:17][OH:18].C(=O)([O-])O.[Na+]>CO>[F:1][C:2]1[CH:7]=[C:6]([C:8]([NH:17][OH:18])=[NH:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 265965682-Fluoro[1,1'-biphenyl]-4-carbonitrile

Product 1

HCID 178513264HCID 178513264, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-fluorobiphenyl-4-carbonitrile (1.97 g, 0.01 mol), hydroxylamine hydrochloride (2.09 g, 0.03 mol) and sodium hydrogen carbonate (4.2 g, 0.05 mol) in methanol (50 mL) is heated to reflux for 7 hrs. The reaction mixture is then cooled to room temperature and filtered. The solid is washed with methanol (20 mL). The combined methanol solution is concentrated to dryness to get 2-fluoro-N-hydroxybiphenyl-4-carboxamidine which is used as such for the next step without further purification.

Workup

  1. temperatureto reflux for 7 hrs
  2. filtrationfiltered
  3. washThe solid is washed with methanol (20 mL)
  4. concentrationThe combined methanol solution is concentrated to dryness

Sources & evidence

ORD record
ord-b3fcdb7a3119429f826245a95c487f2b
Source dataset
uspto-grants-2014_08
Patent number
US08809539B2

Reaction notes

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