HCID 15675931, compound → HCID 15675935, compound

HRID 1460562Notes

Reaction equation

HRID 1460562 reaction equation
[F:1][C:2]1[C:3]([N+:13]([O-])=O)=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[C:11]=1[CH3:12].[H][H]>C(O)C.[Pd]>[NH2:13][C:3]1[C:2]([F:1])=[C:11]([CH3:12])[C:6]2[NH:7][C:8](=[O:10])[O:9][C:5]=2[CH:4]=1

Participants

5

Reactant 2

HCID 15675931HCID 15675931, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15675935HCID 15675935, compoundYield 67.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1.80 g (8.50 mmoles) of 5-fluoro-4-methyl-6-nitro-2-benzoxazolone (Example 1) and 180 mg of 5% Pd/c in ethanol was shaken in a Parr shaker under one atmosphere of hydrogen gas at room temperature for 8 hours. The reaction mixture was filtered through celite and the filtrate evaporated to solids. Crude product was recrystallized from methanol to yield 1.04 g of the title compound as pale brown solids: m.p. 209°-212° C. (dec).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe filtrate evaporated to solids
  3. customCrude product was recrystallized from methanol

Sources & evidence

ORD record
ord-3c429a58584544ef857230133dabef2b
Source dataset
uspto-grants-1991_12
Patent number
US05071863

Reaction notes

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