Ethyl Acetate → HCID 23363126, compound

HRID 1081882Notes

Reaction equation

HRID 1081882 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[CH:11][C:12]([N+:17]([O-])=O)=[C:13]([CH:16]=2)[NH:14][CH3:15])=[C:4]([CH2:20][N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[CH:3]=1.C(OCC)(=O)C>C(O)(=O)C.[Zn]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[CH:11][C:12]([NH2:17])=[C:13]([NH:14][CH3:15])[CH:16]=2)=[C:4]([CH2:20][N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[CH:3]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 15837889HCID 15837889, compound

Product 1

HCID 23363126HCID 23363126, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

5-[4-Chloro-2-(1H-1,2,4-triazol-1-ylmethyl)phenylthio]-N-methyl-2-nitroaniline (0.14 g) from Example 70 was dissolved in acetic acid (2ml), followed by gradual addition of zinc powder (120 mg) at room temperature. After the addition, ethyl acetate was added to filter off insoluble materials, 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, 4-[4-chloro-2-(1H-1,2,4-triazol-1-ylmethyl)phenylthio]-2-methylaminoaniline was obtained as is the crude product.

Workup

  1. additionwas added
  2. filtrationto filter off insoluble materials
  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-01b785387f6440d5992937b77b41bf10
Source dataset
uspto-grants-1996_12
Patent number
US05587392

Reaction notes

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