2-(5-Fluoro-2,4-dinitrophenoxy)acetic acid → 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one

HRID 1381640Notes

Reaction equation

HRID 1381640 reaction equation
[N+:1]([C:4]1[CH:14]=[C:13]([N+:15]([O-])=O)[C:12]([F:18])=[CH:11][C:5]=1[O:6][CH2:7][C:8](O)=[O:9])([O-])=O.[H][H]>C(O)C.[Pt](=O)=O>[F:18][C:12]1[C:13]([NH2:15])=[CH:14][C:4]2[NH:1][C:8](=[O:9])[CH2:7][O:6][C:5]=2[CH:11]=1

Participants

5

Reactant 2

HCID 3028912-(5-Fluoro-2,4-dinitrophenoxy)acetic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 103133897-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-oneYield 91.4%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A suspension of 2,4-dinitro-5-fluorophenoxyacetic acid (0.25 g) and platinum dioxide (80 mg) in ethanol (10 ml) was subjected to catalytic reduction at room temperature under an ordinary pressure until 130 ml of hydrogen was absorbed. The reaction mixture was filtered, and the filtrate was concentrated to give 7-fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one (0.16 g; yield, 91.4%). M.P., more than 300° C.

Workup

  1. customwas absorbed
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-05e29bf0c8854d54a844653f553cc357
Source dataset
uspto-grants-1989_02
Patent number
US04803270

Reaction notes

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