Hydrazine hydrate (1:1) → 3-[3-(Trifluoromethoxy)phenyl]-1-benzofuran-5-carbohydrazide

HRID 452805

Reaction equation

HRID 452805 reaction equation
[F:1][C:2]([F:24])([F:23])[O:3][C:4]1[CH:5]=[C:6]([C:10]2[C:14]3[CH:15]=[C:16]([C:19](OC)=[O:20])[CH:17]=[CH:18][C:13]=3[O:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1.O.[NH2:26][NH2:27]>C(O)C>[F:1][C:2]([F:24])([F:23])[O:3][C:4]1[CH:5]=[C:6]([C:10]2[C:14]3[CH:15]=[C:16]([C:19]([NH:26][NH2:27])=[O:20])[CH:17]=[CH:18][C:13]=3[O:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68664542Methyl 3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-carboxylate

Product 1

HCID 686643883-[3-(Trifluoromethoxy)phenyl]-1-benzofuran-5-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methyl 3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-carboxylate (6.80 g, 20.2 mmol) and hydrazine monohydrate (9.92 mL, 202.2 mmol) in ethanol (70 mL) was heated under reflux overnight. After cooling, the precipitate was collected by filtration to give 3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-carbohydrazide.

Workup

  1. temperatureunder reflux overnight
  2. temperatureAfter cooling
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-56e45ac22a3f4ebeb9cfd5ed9852e527
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Linked notes

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