(4-Fluorophenyl)hydrazine → HCID 59198430, compound

HRID 1843996Notes

Reaction equation

HRID 1843996 reaction equation
O[C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[F:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16]N)=[CH:12][CH:11]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[F:9][C:10]1[CH:15]=[CH:14][C:13]2[NH:16][C:2]3[CH:7]=[CH:6][NH:5][C:4](=[O:8])[C:3]=3[C:12]=2[CH:11]=1

Participants

4

Reactant 2

HCID 69982(4-Fluorophenyl)hydrazineHCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 59198430HCID 59198430, compoundYield 18.1%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

4-Hydroxypyridin-2(1H)-one (1 g, 0.009 mol) and (4-fluorophenyl)hydrazine (3.6 g, 0.027 mol) in diphenyl ether (20 mL) were heated at 250° C. for 5 hours to afford the crude product. Purification by washing with hexane, followed by column chromatography on silica gel (1.5% methanol in DCM) afforded 330 mg of the product (17.36% yield).

Workup

  1. customto afford the crude product
  2. customPurification
  3. washby washing with hexane

Sources & evidence

ORD record
ord-37f215ea493b49a39239628c58830740
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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