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

HRID 2422803Notes

Reaction equation

HRID 2422803 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-propylcarbamoyl)thiophene-2-carboxylate (1.22 g, 5.37 mmol) in ethanol (40 mL) was heated with hydrazine monohydrate (2.7 g) at 85° C. for 16 hours with reflux. After cooling, the solvent was evaporated, the resulting solid was recrystallized from chloroform to give 549.2 mg of the desired product (yield 45%).

Workup

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

Sources & evidence

ORD record
ord-bd3f2c7826b4496fab36be605e3918d1
Source dataset
uspto-grants-2011_06
Patent number
US07960425B2

Reaction notes

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