Hydrazine hydrate (1:1) → HCID 59185857, compound

HRID 388267Notes

Reaction equation

HRID 388267 reaction equation
[S:1]1[C:5]([CH:6]([O:11][CH3:12])[C:7](OC)=[O:8])=[CH:4][C:3]2[CH:13]=[CH:14][CH:15]=[CH:16][C:2]1=2.O.[NH2:18][NH2:19]>C(O)C>[S:1]1[C:5]([CH:6]([O:11][CH3:12])[C:7]([NH:18][NH2:19])=[O:8])=[CH:4][C:3]2[CH:13]=[CH:14][CH:15]=[CH:16][C:2]1=2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59185888HCID 59185888, compound

Product 1

HCID 59185857HCID 59185857, compoundYield 104.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 2-(benzo[b]thiophen-2-yl)-2-methoxyacetate (0.174 g, 0.74 mmol) in absolute ethanol (3 mL) was added hydrazine hydrate (0.14 mL, 2.87 mmol) and the mixture was heated at 50° C. for 20 hours. After cooling to room temperature, the solution was concentrated in vacuo. The residue was dissolved in EtOAc and washed with water and brine, dried over Na2SO4 and concentrated in vacuo to give 2-(benzo[b]thiophen-2-yl)-2-methoxyacetohydrazide as a colorless oil (0.182 g, quantitative yield).

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe solution was concentrated in vacuo
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-141aaf4496f54873b4f4e0c5bf12331b
Source dataset
uspto-grants-2013_02
Patent number
US08377930B2

Reaction notes

Loading…