Sulfuric Acid → Imidazo(1,5-a)pyridine

HRID 280222Notes

Reaction equation

HRID 280222 reaction equation
C(CC1C=CC(CC[C:10]2[N:15]3[CH:16]=[N:17][CH:18]=[C:14]3[CH:13]=[CH:12][CH:11]=2)=CC=1)#N.S(=O)(=O)(O)O>[OH-].[Na+]>[CH:18]1[N:17]=[CH:16][N:15]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=12

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 23321853HCID 23321853, compound

Product 1

HCID 274090Imidazo(1,5-a)pyridine

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 5-[p-(cyanomethyl)phenethyl]imidazo[1,5-a]pyridine (1.0 g) in 2N sodium hydroxide (30 ml) is heated under reflux for 15 hours, acidified with concentrated sulfuric acid and filtered to yield 5-[p-carboxymethyl)phenethyl]imidazo[1,5-a]pyridine.

Workup

  1. temperatureunder reflux for 15 hours
  2. filtrationfiltered

Sources & evidence

ORD record
ord-5bf1005df9534729a900856b94de56d3
Source dataset
uspto-grants-1986_05
Patent number
US04588732

Reaction notes

Loading…