Sodium Carbonate → HCID 76717126, compound

HRID 876633Notes

Reaction equation

HRID 876633 reaction equation
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[F:10])#[N:2].C([O-])([O-])=O.[Na+].[Na+].[NH2:17][OH:18].Cl>CCO.O>[NH2:7][C:6]1[CH:8]=[CH:9][C:3]([C:1](=[N:17][OH:18])[NH2:2])=[C:4]([F:10])[CH:5]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 27834134-Amino-2-fluorobenzonitrile

Product 1

HCID 76717126HCID 76717126, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

4-cyano-3-fluoroaniline (10 g, 0.073 mol) dissolved in EtOH (36 ml). Water (7.3 ml) was added followed by Na2CO3 (5.06 g, 0.65 eq) and the temperature of the mixture raised to 60° C. NH2OH.HCl (5.6 g, 1.1 eq) in water (7.3 ml) was added slowly, and the mixture heated at 60° C. overnight. The mixture was cooled to rt, the solid was collected by filtration, washed with, water (7 ml), EtOH (7 ml), ether (20 ml), and dried to give 7.5 g of M16-1.

Workup

  1. temperaturethe mixture heated at 60° C. overnight
  2. temperatureThe mixture was cooled to rt
  3. filtrationthe solid was collected by filtration
  4. washwashed with, water (7 ml), EtOH (7 ml), ether (20 ml)
  5. customdried
  6. customto give 7.5 g of M16-1

Sources & evidence

ORD record
ord-5eb05ec336e34e3ca6d4201894a9500b
Source dataset
uspto-grants-2015_03
Patent number
US08987242B2

Reaction notes

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