Water → HCID 57438270, compound

HRID 598404Notes

Reaction equation

HRID 598404 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][NH:5][C:4](=[O:11])[CH:3]=1.[F:12][C:13]1[CH:19]=[C:18]([I:20])[CH:17]=[CH:16][C:14]=1[NH2:15].O>CCO.Cl>[F:12][C:13]1[CH:19]=[C:18]([I:20])[CH:17]=[CH:16][C:14]=1[NH:15][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][NH:5][C:4](=[O:11])[CH:3]=1

Participants

6

Reactant 3

HCID 962WaterHCID 1856942-Fluoro-4-iodoanilineHCID 426090674-Chloro-5-nitropyridin-2(1H)-one

Product 1

HCID 57438270HCID 57438270, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To the mixture of 4-chloro-5-nitropyridin-2(1H)-one (90.1 mg, 0.517 mmol) and 2-fluoro-4-iodoaniline (137.5 mg, 0.58 mmol) dissolved in EtOH (5 mL) was added 6 drops of HCl (37% wt in water). The reaction vessel was closed and heated at 90° C. for 48 hours. After cooling to room temperature, water was added, and the solution was stirred at room temperature for 20 min. The precipitate was filtered, washed with water, dried under vacuum and used for the next reaction without further purification. (87.3 mg, 45% yield).

Workup

  1. customThe reaction vessel was closed
  2. temperatureAfter cooling to room temperature
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried under vacuum
  6. customused for the next reaction without further purification

Sources & evidence

ORD record
ord-62f399ff62994252ba8f20e2dd55170b
Source dataset
uspto-grants-2011_03
Patent number
US07897624B2

Reaction notes

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