Diethylamine → HCID 19606805, compound

HRID 1604016Notes

Reaction equation

HRID 1604016 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](F)[C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[CH2:13]([NH:15][CH2:16][CH3:17])[CH3:14]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([N:15]([CH2:16][CH3:17])[CH2:13][CH3:14])[C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 101303301-Chloro-4,5-difluoro-2-nitrobenzene

Product 1

HCID 19606805HCID 19606805, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4.8 g (25 mmol) of 2-chloro-4,5-difluoronitrobenzene in 14.4 g of toluene are introduced into a 100 ml three-necked flask fitted with dropping funnel, precision-ground glass stirrer and reflux condenser. 5.7 g (78 mmol) of diethylamine are added dropwise to this solution at room temperature and with stirring over the course of 1 hour. The mixture is then stirred at room temperature for a further 2 hours. The reaction solution formed in the reaction is washed three times with 35 ml of water in each case and dried. The solvent is removed to give 5.4 g (22 mmol) of 2-chloro-4-diethylamino-5-fluoronitrobenzene. This corresponds to a yield of 88%, based on 2-chloro-4,5-difluoronitrobenzene used.

Workup

  1. customfitted
  2. temperaturereflux condenser
  3. stirringThe mixture is then stirred at room temperature for a further 2 hours
  4. customThe reaction solution formed in the reaction
  5. washis washed three times with 35 ml of water in each case
  6. customdried
  7. customThe solvent is removed

Sources & evidence

ORD record
ord-cfcc6a548303492489a30ebd19bd2f58
Source dataset
uspto-grants-1999_11
Patent number
US05990309

Reaction notes

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