Nitric Acid → HCID 18615636, compound

HRID 1265353Notes

Reaction equation

HRID 1265353 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:13](=[O:14])[N:12]([CH2:15][CH2:16][CH2:17][F:18])[N:11]=[N:10]2)=[C:4]([F:19])[CH:3]=1.[N+:20]([O-])([OH:22])=[O:21]>>[Cl:1][C:2]1[CH:3]=[C:4]([F:19])[C:5]([N:9]2[C:13](=[O:14])[N:12]([CH2:15][CH2:16][CH2:17][F:18])[N:11]=[N:10]2)=[C:6]([N+:20]([O-:22])=[O:21])[C:7]=1[OH:8]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 14774834HCID 14774834, compound

Product 1

HCID 18615636HCID 18615636, compound

Procedure

1-(4-Chloro-2-fluoro-5-hydroxyphenyl)-4-(3-fluoropropyl)-tetrazolinone (2.91 g) was gradually added into an ice-cooled nitric acid (20 ml) and stirred for 30 minutes. Crushed ice was added followed by extraction with ethyl acetate. The ethyl acetate extract was washed with water, dried over sodium sulfate, concentrated, and filtered through a silica gel SPE column (2 g) to give the title compound as a yellow solid (3.4 g).

Workup

  1. additionCrushed ice was added
  2. extractionfollowed by extraction with ethyl acetate
  3. extractionThe ethyl acetate extract
  4. washwas washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. filtrationfiltered through a silica gel SPE column (2 g)

Sources & evidence

ORD record
ord-595c5cfdc0f84b4a974cd5378fc409fc
Source dataset
uspto-grants-2003_04
Patent number
US06545161B2

Reaction notes

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