Ammonium Hydroxide → HCID 68756015, compound

HRID 2098019Notes

Reaction equation

HRID 2098019 reaction equation
[OH-].[NH4+:2].Cl[C:4]1[C:9]([I:10])=[CH:8][N:7]=[C:6]([C:11]([F:14])([F:13])[F:12])[CH:5]=1>CS(C)=O.[Cl-].[Na+].O>[I:10][C:9]1[C:4]([NH2:2])=[CH:5][C:6]([C:11]([F:14])([F:13])[F:12])=[N:7][CH:8]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 687560594-Chloro-5-iodo-alpha,alpha,alpha-trifluoro-2-picoline

Product 1

HCID 68756015HCID 68756015, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
110 °C

Procedure

Concentrated aqueous ammonium hydroxide (10 mL) was added to a solution of 4-chloro-5-iodo-2-(trifluoromethyl)pyridine (4.11 g, 13.3 mmol) in DMSO in a glass pressure tube. The tube was sealed and placed in an oil bath pre-heated to 110° C. for 48 h. The resulting solution was diluted with brine, extracted with ethyl acetate, dried (Na2SO4), filtered and concentrated under vacuum to give 5-iodo-2-(trifluoromethyl)pyridin-4-amine. Retention time (min)=1.584, method [1], MS (ESI) 289.0 (M+H).

Workup

  1. customThe tube was sealed
  2. customplaced in an oil bath
  3. extractionextracted with ethyl acetate
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-7b8cb35540dc40b9b333e3db851d8f64
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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