Pyridine → HCID 17069282, compound

HRID 1742444Notes

Reaction equation

HRID 1742444 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3](Cl)=[O:4].[F:8][C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[C:11]([CH3:16])[CH:10]=1.N1C=CC=CC=1>ClC(Cl)C.ClCCl>[Cl:1][C:2]([Cl:7])([Cl:6])[C:3]([NH:13][C:12]1[CH:14]=[CH:15][C:9]([F:8])=[CH:10][C:11]=1[CH3:16])=[O:4]

Participants

6

Reactant 3

HCID 1049PyridineHCID 6420Trichloroacetyl chlorideHCID 679824-Fluoro-2-methylaniline

Product 1

HCID 17069282HCID 17069282, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 63651,1-DichloroethaneSolvent

Procedure

A solution of 9.1 g (0.05 mol) of trichloroacetyl chloride in 40 ml of dichloroethane is added at -5° C. to a solution of 6.25 g (0.05 mol) of 4-fluoro-2-methylaniline in 75 ml of dichloromethane and 3.95 g (0.05 mol) of pyridine. This solution is stirred at room temperature for one hour and then poured into ice-cold water, and the organic phase is separated after settling has taken place, washed with water and dried over sodium sulphate. It is filtered, the filtrate is evaporated and the residue is dispersed in hexane; a pink solid is thereby obtained.

Workup

  1. additionpoured into ice-cold water
  2. customthe organic phase is separated after settling
  3. washwashed with water
  4. dry with materialdried over sodium sulphate
  5. filtrationIt is filtered
  6. customthe filtrate is evaporated
  7. additionthe residue is dispersed in hexane
  8. customa pink solid is thereby obtained

Sources & evidence

ORD record
ord-d4e7268b548e4a0995520d2532a79f68
Source dataset
uspto-grants-1994_08
Patent number
US05338849

Reaction notes

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