Hydrochloric Acid → 2,4'-Dichloroacetanilide

HRID 1354343

Reaction equation

HRID 1354343 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[Cl:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1.Cl>O1CCOCC1>[Cl:6][C:7]1[CH:13]=[CH:12][C:10]([NH:11][C:3](=[O:4])[CH2:2][Cl:1])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 78124-Chloroaniline

Product 1

HCID 949202,4'-Dichloroacetanilide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.4 g (30 mol) of 2-chloroacetyl chloride were dissolved in anhydrous dioxane and a solution containing 3.8 g (30 mol) of 4-chloroaniline was added dropwise. After an hour, the batch was poured into ice water, acidified using dilute hydrochloric acid, the supernatant was removed by suction and the residue was washed with water until neutral. The reaction product was recrystallized from ethanol. The yield was 3.2 g.

Workup

  1. additionwas added dropwise
  2. waitAfter an hour
  3. customthe supernatant was removed by suction
  4. washthe residue was washed with water until neutral
  5. customThe reaction product was recrystallized from ethanol

Sources & evidence

ORD record
ord-adf3d798277641cc8b923af5e83e894e
Source dataset
uspto-grants-2007_05
Patent number
US07223781B2

Linked notes

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