alpha-Bromo-o-chlorotoluene → 2-Chlorobenzylhydrazine

HRID 720250Notes

Reaction equation

HRID 720250 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7]Br>CO>[Cl:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][NH:2][NH2:3]

Participants

4

Reactant 2

HCID 11905alpha-Bromo-o-chlorotolueneHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 4170642-Chlorobenzylhydrazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2.74 g (54.75 mmol) of hydrazine hydrate are introduced into 10 ml of methanol, and a solution of 3.00 g (14.60 mmol) of 2-chlorobenzyl bromide in 5 ml of methanol is added at RT. The temperature rises to 35–40° C. during this, and the mixture is then stirred at RT for 3 hours. The solvent is removed in vacuo, and the residue is taken up in 100 ml of diethyl ether, dried over magnesium sulfate and filtered off.

Workup

  1. customrises to 35–40° C.
  2. customThe solvent is removed in vacuo
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered off

Sources & evidence

ORD record
ord-42d521a63d5e493a8bdbdfb893b81f8e
Source dataset
uspto-grants-2006_11
Patent number
US07135474B2

Reaction notes

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