Hydrochloric Acid → HCID 135741553, compound

HRID 587973Notes

Reaction equation

HRID 587973 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]#[N:6].C(O)C.[ClH:14].C(=O)([O-])[O-].[NH4+:19].[NH4+]>O1CCOCC1>[ClH:14].[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]([NH2:19])=[NH:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 517111Ammonium CarbonateHCID 27829443-Fluoro-4-hydroxybenzonitrile

Product 1

HCID 135741553HCID 135741553, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 3-fluoro-4-hydroxybenzonitrile (7.56 g, 55.2 mmol) were added ethanol (20 mL) and 4N-hydrogen chloride in 1,4-dioxane (100 mL), and the mixture was stirred at room temperature. After 5 days, the mixture was concentrated and dried with a vacuum pump. Then, the mixture was dissolved in ethanol (100 mL), ammonium carbonate (11.0 g, 115 mmol) was added, and the mixture was stirred at room temperature. After 12 hours, the solvent was evaporated, and the residue was dissolved in water (100 mL). The mixture was lyophilized to give the title compound (11.2 g, quantitative).

Workup

  1. concentrationthe mixture was concentrated
  2. customdried with a vacuum pump
  3. dissolutionThen, the mixture was dissolved in ethanol (100 mL)
  4. stirringthe mixture was stirred at room temperature
  5. waitAfter 12 hours
  6. customthe solvent was evaporated
  7. dissolutionthe residue was dissolved in water (100 mL)

Sources & evidence

ORD record
ord-3c6acc97faa1436e8f52d034ad0bb5ae
Source dataset
uspto-grants-2016_01
Patent number
US09227949B2

Reaction notes

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