Bromine → alpha-Bromo-4-chlorobenzaldehyde methylhydrazone

HRID 1005276

Reaction equation

HRID 1005276 reaction equation
[Br:1]Br.[CH3:3][NH:4][N:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1>C(O)(=O)C.C(#N)C>[CH3:3][NH:4][N:5]=[C:6]([Br:1])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 681484424-Chlorobenzaldehyde (N-methyl)hydrazone

Product 1

HCID 73472260alpha-Bromo-4-chlorobenzaldehyde methylhydrazoneYield 61%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6342AcetonitrileSolvent

Procedure

9.5 g (0.06 mol) of bromine were added dropwise at (-5) to (-7)° C. to a solution of 10 g (0.06 mol) of 4-chlorobenzaldehyde (N-methyl)hydrazone in 50 ml of acetic acid and 20 ml of acetonitrile. After the mixture had been stirred for 3 hours, the product which had precipitated was separated off and washed with a small amount of pentane. Yield: 61%.

Workup

  1. customthe product which had precipitated
  2. customwas separated off
  3. washwashed with a small amount of pentane

Sources & evidence

ORD record
ord-61497503c07b43a39eacfd88e033d612
Source dataset
uspto-grants-2000_04
Patent number
US06054412

Linked notes

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