Hydrogen iodide → HCID 23435516, compound

HRID 2120657Notes

Reaction equation

HRID 2120657 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[IH:12]>>[I:12][C:4]1[N:3]=[C:2]([NH2:1])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 24841Hydrogen iodideHCID 27240356-Chloro-3-nitropyridin-2-ylamine

Product 1

HCID 23435516HCID 23435516, compound

Procedure

A mixture of 2-amino-6-chloro-3-nitropyridine (5-1) (5.00 g, 28.8 mmol) and 57% HI (100 mL) was stirred for 48 hours at RT. The red-orange colored suspension was filtered to collect the precipitate which was washed with a small amount of water. The resulting yellow solid was suspended in CH2Cl2 (100 mL) and water (50 mL), and triethylamine (5.0 mL) was added while stirring. The layers were separated and the aqueous phase was reextracted with 4:1 CHCl3-isopropanol. The organic layers were combined and concentrated to yield a yellow solid.

Workup

  1. filtrationThe red-orange colored suspension was filtered
  2. customto collect the precipitate which
  3. washwas washed with a small amount of water
  4. additionwater (50 mL), and triethylamine (5.0 mL) was added
  5. stirringwhile stirring
  6. customThe layers were separated
  7. concentrationconcentrated
  8. customto yield a yellow solid

Sources & evidence

ORD record
ord-ad96f23a6033408fa0a5782ce1ba066d
Source dataset
uspto-grants-2004_02
Patent number
US06693101B2

Reaction notes

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