Sulfuric Acid → HCID 86654965, compound

HRID 712169Notes

Reaction equation

HRID 712169 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[C:5]([NH:14]C(=O)C(C)(C)C)=[C:4]([N+:21]([O-:23])=[O:22])[C:3]=1[F:24].OS(O)(=O)=O.[OH-].[Na+]>>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[C:5]([NH2:14])=[C:4]([N+:21]([O-:23])=[O:22])[C:3]=1[F:24]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 86654964HCID 86654964, compound

Product 1

HCID 86654965HCID 86654965, compoundYield 84%

Procedure

A solution of N-(4-bromo-3-fluoro-2-nitro-6-(pyridin-2-yl)phenyl)pivalamide (7.50 g, 18.93 mmol) in 70% aqueous solution of H2SO4 (31.2 mL) was heated up to 80° C. for 30 min. After completion of reaction (by TLC), the mixture was poured onto 100 mL of crushed ice and basified up to pH 6 to 7 by 20% NaOH solution. Precipitated solid was filtered and dried under vacuum to obtain the desired product as a yellow solid (4.96 g, 84%).

Workup

  1. customAfter completion of reaction (by TLC)
  2. customPrecipitated solid
  3. filtrationwas filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-0f8b382cfd35424dbcf306dbae892889
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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