Hydrazine hydrate (1:1) → 5-hydrazinocarbonylthiophene-2-carboxylic Acid 2-propylamide

HRID 913375Notes

Reaction equation

HRID 913375 reaction equation
[CH3:1][CH:2]([NH:4][C:5]([C:7]1[S:11][C:10]([C:12]([O:14]C)=O)=[CH:9][CH:8]=1)=[O:6])[CH3:3].O.[NH2:17][NH2:18]>C(O)C>[CH3:1][CH:2]([NH:4][C:5]([C:7]1[S:11][C:10]([C:12]([NH:17][NH2:18])=[O:14])=[CH:9][CH:8]=1)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 38766575Methyl 5-(2-propylcarbamyl)-thiophene-2-carboxylate

Product 1

HCID 576881055-hydrazinocarbonylthiophene-2-carboxylic Acid 2-propylamideYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 5-(2-propylcarbamyl)-thiophene-2-carboxylate (1.22 g, 5.37 mmol) in ethanol (40 ml) was refluxed with heating with hydrazine monohydrate (2.7 g) at 85° C. for 16 hours. After cooling, the solvent was evaporated, and the resulting solid was recrystallized from chloroform to give 549.2 mg of the desired product (yield 45%).

Workup

  1. temperatureAfter cooling
  2. customthe solvent was evaporated
  3. customthe resulting solid was recrystallized from chloroform

Sources & evidence

ORD record
ord-ee7685be37364adeb6dad40932d886a8
Source dataset
uspto-grants-2011_09
Patent number
US08026368B2

Reaction notes

Loading…