Ammonia → HCID 55289624, compound

HRID 1878055Notes

Reaction equation

HRID 1878055 reaction equation
Cl.S(=O)(=O)(O)O.[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]#[N:15])=[N:12][CH:13]=1.[NH3:16]>C(O)C>[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]([NH2:16])=[NH:15])=[N:12][CH:13]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric Acid2×HCID 1118Sulfuric AcidHCID 38713955-Aminopyridine-2-carbonitrile

Product 1

HCID 55289624HCID 55289624, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dry HCl gas (generated by adding concentrated HCl dropwise in concentrated sulphuric acid), was passed through a solution of 5-amino-2-cyanopyridine (2.5 g, 20.9 mmol) in ethanol (50 mL) till pH of the reaction mixture was 2. The reaction mixture was stirred for 30 minutes, followed by addition of ethanolic ammonia solution till the pH was alkaline and was stirred for 24 hours at room temperature. The reaction mixture was filtered and the residue was washed with ethanol (3×100 mL). The filtrate was combined and ethanol was removed under reduced pressure. The crude product obtained was purified by column chromatography (silica gel, 13% methanol in chloroform as an eluent) to obtain the title compound.

Workup

  1. stirringwas stirred for 24 hours at room temperature
  2. filtrationThe reaction mixture was filtered
  3. washthe residue was washed with ethanol (3×100 mL)
  4. customethanol was removed under reduced pressure
  5. customThe crude product obtained
  6. customwas purified by column chromatography (silica gel, 13% methanol in chloroform as an eluent)

Sources & evidence

ORD record
ord-a27cb6a388ff4f3e8953d9ee3bf9f286
Source dataset
uspto-grants-2012_11
Patent number
US08314103B2

Reaction notes

Loading…