Ammonia → 5-(3,4-Dibromobutyl)pyridine-2-carboxamide

HRID 1580973

Reaction equation

HRID 1580973 reaction equation
[Br:1][CH:2]([CH2:14][Br:15])[CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:11](O)=[O:12])=[N:9][CH:10]=1.[NH3:16]>C(O)C.Cl>[Br:1][CH:2]([CH2:14][Br:15])[CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([NH2:16])=[O:12])=[N:9][CH:10]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 2167205-(3,4-Dibromobutyl)pyridine-2-carboxylic acid

Product 1

HCID 132718775-(3,4-Dibromobutyl)pyridine-2-carboxamide

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent2×

Procedure

10 g of 5-(3,4-dibromobutyl)picolinic acid was dissolved in 200 ml of ethanol saturated with dry hydrochloride gas and resulting solution was refluxed for six hours. Reaction mixture was evaporated in reduced pressure and resulting pale yellow oil was dissolved in 300 ml of ethanol saturated with dry ammonia gas. The solution was kept to stand at room temperature for three days, and then evaporated in reduced pressure. Resulting solid was crystallized from benzene to give 6.5 g of the pure product as platelets.

Workup

  1. customresulting solution
  2. temperaturewas refluxed for six hours
  3. customReaction mixture
  4. customwas evaporated in reduced pressure
  5. customresulting pale yellow oil
  6. customevaporated in reduced pressure
  7. customResulting solid
  8. customwas crystallized from benzene

Sources & evidence

ORD record
ord-dcd86b428b6948b8a5f064103ab4adad
Source dataset
uspto-grants-1976_01
Patent number
US03935221

Linked notes

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