Acetic Acid → HCID 69309751, compound

HRID 2053948Notes

Reaction equation

HRID 2053948 reaction equation
F[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].O.[NH2:16][NH2:17].C(O)(=O)C>CS(C)=O>[NH:16]([C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12])[NH2:17]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 5222684-Fluoro-3-(trifluoromethyl)benzoic acid

Product 1

HCID 69309751HCID 69309751, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

7.5 g (36 mmol) of 4-fluoro-3-trifluoromethylbenzoic acid is dissolved in 12 mL dimethylsulfoxide and, after the addition of 15 mL (0.24 mol) of hydrazine hydrate (80%), stirred for 5 hours at 100° C. After cooling, it is combined with ice and acidified with glacial acetic acid. The precipitated product is suction filtered and dried. Yield: 5.3 g (66%).

Workup

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-aaa65e6afa094205919d644300514b23
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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