4-Nitrobenzyl chloride → HCID 14127927, compound

HRID 330570Notes

Reaction equation

HRID 330570 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][Cl:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1>C(#N)C>[Cl-:9].[CH3:12][C:13]1[CH:18]=[CH:17][N+:16]([CH2:8][C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 74824-Nitrobenzyl chlorideHCID 79634-Methylpyridine

Product 1

HCID 14127927HCID 14127927, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 34.4 g (0.2 mole) of 4-nitrobenzyl chloride and 27.9 g (0.3 mole) of 4-methylpyridine in 200 ml of acetonitrile is refluxed for 8 hours. The solution is evaporated down to about half its volume and cooled to 0° C., and the precipitate which separates out is filtered off under suction, washed thoroughly with ether and dried under reduced pressure to give 37.6 g (71% of theory) of the title compound of melting point 220°-222° C.

Workup

  1. customThe solution is evaporated down to about half its volume
  2. filtrationthe precipitate which separates out is filtered off under suction
  3. washwashed thoroughly with ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-bc9b539aec014830adfb7621960ad430
Source dataset
uspto-grants-1990_01
Patent number
US04897425

Reaction notes

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