Water → (3-Amino-6-chloro-2-pyridyl) (2-chlorophenyl) ketone

HRID 596849Notes

Reaction equation

HRID 596849 reaction equation
[C:1]([C:9]1[C:14]([NH2:15])=[CH:13][CH:12]=[C:11]([Cl:16])[N:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.C([Cl:27])(=O)CC.O>O1CCOCC1>[Cl:27][C:7]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:1]([C:9]1[C:14]([NH2:15])=[CH:13][CH:12]=[C:11]([Cl:16])[N:10]=1)=[O:8]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 62324Propionyl chlorideHCID 20520014HCID 20520014, compound

Product 1

HCID 3016382(3-Amino-6-chloro-2-pyridyl) (2-chlorophenyl) ketone

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

43 grams of 2-benzoyl-3-amino-6-chloropyridine were dissolved in 100 ml of dioxane, then 16 ml of pyridine and finally with stirring 18 ml of propionyl chloride were added. The mixture was stirred for 2 hours, then water was added until crystallization began. The material which precipitated was recrystallized from methanol/water. Yield 48 grams; M.P. 40° C.

Workup

  1. additionwere added
  2. customThe material which precipitated
  3. customwas recrystallized from methanol/water

Sources & evidence

ORD record
ord-f549e615f4dd4d298eddcf21aae54f60
Source dataset
uspto-grants-1977_03
Patent number
US04012397

Reaction notes

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