Acetic Acid → HCID 21226443, compound

HRID 583048Notes

Reaction equation

HRID 583048 reaction equation
C(O)(=O)C.[Cl:5][C:6]1[C:7]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([N+:23]([O-])=O)[CH:17]=2)=[N:8][N:9]([CH3:15])[C:10]=1[O:11][CH:12]([F:14])[F:13].C(OCC)(=O)C>C(O)C.[Fe]>[NH2:23][C:18]1[CH:17]=[C:16]([C:7]2[C:6]([Cl:5])=[C:10]([O:11][CH:12]([F:13])[F:14])[N:9]([CH3:15])[N:8]=2)[CH:21]=[CH:20][C:19]=1[Cl:22]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 21226452HCID 21226452, compound

Product 1

HCID 21226443HCID 21226443, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

155 ml of acetic acid were added to a suspension of 32.1 g (0.576 mol) of iron powder in 305 ml of ethanol. 64.9 (0.192 mol) of 4-chloro-3-(4-chloro-3-nitrophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole were added a little at a time to this mixture at 70-75° C. After 1 hour, 0.5 l of ethyl acetate was added and the solution was then filtered over a silica gel bed and subsequently concentrated. The residue was taken up in ethyl acetate. The ethyl acetate phase was washed with water, saturated sodium hydrogen carbonate solution and saturated sodium chloride solution, then dried over magnesium sulfate and finally concentrated. Yield: 56.4 g.

Workup

  1. filtrationthe solution was then filtered over a silica gel bed
  2. concentrationsubsequently concentrated
  3. washThe ethyl acetate phase was washed with water, saturated sodium hydrogen carbonate solution and saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationfinally concentrated

Sources & evidence

ORD record
ord-94125d501f0f4b95bfd42abada888a3c
Source dataset
uspto-grants-1999_07
Patent number
US05928999

Reaction notes

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