Chloroacetyl chloride → N'-(2-chloroacetyl)-2,2-dimethylpropanehydrazide

HRID 877153

Reaction equation

HRID 877153 reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[C:3]([NH:5][NH2:6])=[O:4].[Cl:9][CH2:10][C:11](Cl)=[O:12]>C(OCC)(=O)C>[Cl:9][CH2:10][C:11]([NH:6][NH:5][C:3](=[O:4])[C:2]([CH3:8])([CH3:7])[CH3:1])=[O:12]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 5451472,2-Dimethylpropanehydrazide

Product 1

HCID 54595759N'-(2-chloroacetyl)-2,2-dimethylpropanehydrazide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

5.8 g (49.929 mmol) of 2,2-dimethylpropanehydrazide were dissolved in 600 ml of dry ethyl acetate and heated to reflux. 6.767 g (59.915 mmol) of chloroacetyl chloride, dissolved in 45 ml of dry ethyl acetate, were added dropwise to the solution. The mixture was stirred under reflux for 30 min. After cooling, the reaction mixture was concentrated on a rotary evaporator and the residue was dried under high vacuum. This gave 10.14 g of the title compound. The crude product was reacted further without further purification.

Workup

  1. temperatureheated to reflux
  2. additionwere added dropwise to the solution
  3. temperatureunder reflux for 30 min
  4. temperatureAfter cooling
  5. concentrationthe reaction mixture was concentrated on a rotary evaporator
  6. customthe residue was dried under high vacuum
  7. customThe crude product was reacted further without further purification

Sources & evidence

ORD record
ord-5de56236fbe84fa7b3bc245c0078ba42
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Linked notes

Loading…