Ethyl Acetate → HCID 23363135, compound

HRID 1081879Notes

Reaction equation

HRID 1081879 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=2[CH2:20][N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[CH:6]=[CH:5][C:4]=1[N+:26]([O-])=O.C(OCC)(=O)C>C(O)(=O)C.[Zn]>[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:17])[F:18])=[CH:12][C:11]=2[CH2:20][N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[CH:6]=[CH:5][C:4]=1[NH2:26]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 23363127N-methyl-2-nitro-5-[2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenoxy]aniline

Product 1

HCID 23363135HCID 23363135, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

N-Methyl-2-nitro-5-[2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenoxy]aniline (1.0 g) from Example 63 was dissolved in acetic acid (10 ml), followed by gradual addition of zinc powder (830 mg) at room temperature. After the addition, ethyl acetate was added to filter off insoluble matetials, and to the filtrate was added saturated sodium hydrogen carbonate solution carefully for separation. The organic layer was washed with saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, 2-methylamino-4-[2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenoxy]aniline was obtained as the crude product (920 mg).

Workup

  1. additionwas added
  2. filtrationto filter off insoluble matetials
  3. additionto the filtrate was added saturated sodium hydrogen carbonate solution
  4. customcarefully for separation
  5. washThe organic layer was washed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customAfter removal of the solvent under reduced pressure

Sources & evidence

ORD record
ord-d3e74d34cdd344ca987026a68db54b79
Source dataset
uspto-grants-1996_12
Patent number
US05587392

Reaction notes

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