Water → HCID 1511765, compound

HRID 414913Notes

Reaction equation

HRID 414913 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)=O.C(=O)([O-])O.[Na+].O>C(O)CC>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[N:1]=[C:2]3[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]3[CH:10]=2)=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 68303p-Chlorophenacyl bromideHCID 885792-Pyridinamine, 5-iodo-HCID 516892Sodium Bicarbonate

Product 1

HCID 1511765HCID 1511765, compoundYield 68.5%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Conditions

Temperature
80 °C

Procedure

5.0 g of 2-amino-5-iodopyridine, 5.3 g of 2-bromo-1-(4-chlorophenyl)ethanone and 2.67 g of sodium hydrogen carbonate in 150 ml of n-propanol are placed in a round-bottomed flask. The mixture is heated at 80° C. for 40 h and left to cool, and 700 ml of water are added. The precipitate is recovered by filtration, washed with water and dried under reduced pressure. 5.51 g of compound are obtained.

Workup

  1. waitleft
  2. temperatureto cool
  3. filtrationThe precipitate is recovered by filtration
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-6444d2e501ee48d0b1e400257f4fc833
Source dataset
uspto-grants-2012_01
Patent number
US08088765B2

Reaction notes

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