HCID 18615636, compound → HCID 135854273, compound

HRID 277404Notes

Reaction equation

HRID 277404 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[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]([N+:19]([O-])=O)[C:3]=1[OH:22]>C(O)(=O)C.[Fe]>[NH2:19][C:4]1[C:3]([OH:22])=[C:2]([Cl:1])[CH:7]=[C:6]([F:8])[C:5]=1[N:9]1[C:13](=[O:14])[N:12]([CH2:15][CH2:16][CH2:17][F:18])[N:11]=[N:10]1

Participants

4

Reactant 1

HCID 18615636HCID 18615636, compound

Product 1

HCID 135854273HCID 135854273, compoundYield 88.8%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

Iron powder (2.3 g) was added to a solution of 1-(4-chloro-6-fluoro-3-hydroxy-2-nitrophenyl)-4-(3-fluoropropyl)-1,4dihydro-5-oxo-5H-tetrazole (3.4 g) in acetic acid (50 ml) and stirred at room temperature over night. The reaction mixture was filtered through a celite bed. The filtrate was concentrated under reduced pressure and purified by a silica gel column, eluted with hexane-ethyl acetate (2:1) to give yellow crystals (2.75 g).

Workup

  1. filtrationThe reaction mixture was filtered through a celite bed
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. custompurified by a silica gel column
  4. washeluted with hexane-ethyl acetate (2:1)

Sources & evidence

ORD record
ord-d50cb9398d67432eb62faee47422612d
Source dataset
uspto-grants-2002_03
Patent number
US06355799B1

Reaction notes

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