Acetohydrazide → HCID 960022, compound

HRID 2296669Notes

Reaction equation

HRID 2296669 reaction equation
[C:1]([NH:4][NH2:5])(=[O:3])[CH3:2].C([O-])(O)=O.[Na+].O1CCOCC1.[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22](Cl)=[O:23]>CCOC(C)=O.O>[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]([NH:5][NH:4][C:1](=[O:3])[CH3:2])=[O:23]

Participants

7

Reactant 4

HCID 14039AcetohydrazideHCID 312751,4-DioxaneHCID 789282-Thiophenecarbonyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 960022HCID 960022, compoundYield 107%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of acetic hydrazide (2.63 g) and NaHCO3 (3.44 g) in a solution of dioxane (40 ml) and H2O (4 ml) was added dropwise 2-thiophenecarbonyl chloride (4.00 g) with ice-cooling. After stirring for 2 hours at ambient temperature, the mixture was diluted with AcOEt and filtered. After concentration of the filtrate, the obtained residue was crystallized from a mixture of AcOEt and hexane to give 5.38 g of N-(2-thienylcarbonylamino) ethanamide.

Workup

  1. temperaturecooling
  2. filtrationfiltered
  3. customAfter concentration of the filtrate, the obtained residue was crystallized from a mixture of AcOEt and hexane

Sources & evidence

ORD record
ord-24e25660c1854ab581eb2bf9d817d276
Source dataset
uspto-grants-2002_12
Patent number
US06489324B2

Reaction notes

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