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Nitric Acid → HCID 86653799, compound

HRID 85179
Notes
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Reaction equation

HRID 85179 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[N+:18]([O-])([OH:20])=[O:19]>>[F:1][C:2]1[CH:3]=[C:4]([N+:18]([O-:20])=[O:19])[C:5]([NH:11][C:12](=[O:17])[C:13]([F:15])([F:16])[F:14])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 607598385-Fluoro-2-(2,2,2-trifluoroacetamido)benzoic acid

Product 1

HCID 86653799HCID 86653799, compoundYield 80%

Conditions

Temperature
0 °C

Procedure

5-Fluoro-2-(2,2,2-trifluoroacetamido) benzoic acid (140; 1.29 g, 5.1 mmol) was added, in small portions, to fuming nitric acid (7 mL) at 0° C. The resulting reaction mixture was stirred at 0° C. for 1 hand then poured into ice-water (10 mL). The resulting precipitate was collected by filtration, washed with water and dried to afford 5-fluoro-3-nitro-2-(2,2,2-trifluoroacetamido)benzoic acid 141 (1.2 g, 80%).

Workup

  • customThe resulting reaction mixture
  • filtrationThe resulting precipitate was collected by filtration
  • washwashed with water
  • customdried
  • Sources & evidence

    ORD record
    ord-eb9115eb59cd499dbed7c841e89a44ea
    Source dataset
    uspto-grants-2014_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08846947B2

    Reaction notes

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    On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes