Hydrazine → 3,4-Dimethoxybenzamide

HRID 1094996Notes

Reaction equation

HRID 1094996 reaction equation
COC(C1C=C(C)SC=1[NH:11][C:12](=[O:23])[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=1)=O.NN>C(O)C>[CH3:22][O:21][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][C:16]=1[O:19][CH3:20])[C:12]([NH2:11])=[O:23]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 24301347HCID 24301347, compound

Product 1

HCID 737053,4-DimethoxybenzamideYield 92.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Subsequently, 2-(3,4-dimethoxy-benzoylamino)-5-methyl-thiophene-3-carboxylic acid methyl ester (16 mg) synthesized by the above process was dissolved in ethanol (5 ml). Hydrazine (1 ml) was then added to the solution at room temperature, and the mixture was stirred at that temperature for 12 hr. After the completion of the reaction, the reaction system was concentrated under the reduced pressure, and the residue was purified by column chromatography eluted with a chloroform-methanol system to give N-(3-hydrazinocarbonyl)-5-methylthiophen-2-yl)-3,4-dimethoxy-benzamide (8.0 mg, yield 50%).

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe reaction system was concentrated under the reduced pressure
  3. customthe residue was purified by column chromatography
  4. washeluted with a chloroform-methanol system

Sources & evidence

ORD record
ord-8c16232742404d8fb8eda07bb18da0aa
Source dataset
uspto-grants-2012_03
Patent number
US08134015B2

Reaction notes

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