Hydrazine hydrate (1:1) → HCID 10134790, compound

HRID 642088Notes

Reaction equation

HRID 642088 reaction equation
[F:1][C:2]([F:26])([F:25])[S:3]([C:6]1[CH:7]=[C:8]([CH:22]=[CH:23][CH:24]=1)[NH:9][C:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16](OC)=[O:17])=[CH:14][CH:13]=1)=[O:11])(=[O:5])=[O:4].O.[NH2:28][NH2:29]>CCO>[NH:28]([C:16]([C:15]1[CH:20]=[CH:21][C:12]([C:10]([NH:9][C:8]2[CH:22]=[CH:23][CH:24]=[C:6]([S:3]([C:2]([F:26])([F:25])[F:1])(=[O:5])=[O:4])[CH:7]=2)=[O:11])=[CH:13][CH:14]=1)=[O:17])[NH2:29]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68408136HCID 68408136, compound

Product 1

HCID 10134790HCID 10134790, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of methyl 4-({3-[(trifluoromethyl)sulfonyl]anilino}carbonyl)benzoate (390 mg, 1.1 mmol) in EtOH (6 mL) was added hydrazine hydrate (1 mL). After stirring for 15 hrs at reflux, the reaction mixture was cooled to rt and a white solid precipitated out Filtration, washing with EtOH (1×1 mL) and water (3×1 mL), and drying under vacuo at 60° C. for 2 hrs gave 247 mg of the title compound (63%) as a white solid in 95% purity by HPLC (MaxPlot detection between 230 and 400 nm).

Workup

  1. temperatureat reflux
  2. customa white solid precipitated out Filtration
  3. washwashing with EtOH (1×1 mL) and water (3×1 mL)
  4. customdrying under vacuo at 60° C. for 2 hrs

Sources & evidence

ORD record
ord-5095a2f5c3844485b40b925b9dd23fbe
Source dataset
uspto-grants-2010_04
Patent number
US07696231B2

Reaction notes

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