Nitric Acid → HCID 86653799, compound

HRID 85179Notes

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]

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

  1. customThe resulting reaction mixture
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-eb9115eb59cd499dbed7c841e89a44ea
Source dataset
uspto-grants-2014_09
Patent number
US08846947B2

Reaction notes

Loading…