Succinic anhydride → Succinamic acid, N-2-pyridyl-

HRID 1761038Notes

Reaction equation

HRID 1761038 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[C:8]1(=[O:14])[O:13][C:11](=[O:12])[CH2:10][CH2:9]1.CCN(CC)CC>C1COCC1>[O:14]=[C:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[CH2:9][CH2:10][C:11]([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 7922Succinic anhydrideHCID 8471TriethylamineHCID 104392-Aminopyridine

Product 1

HCID 675093Succinamic acid, N-2-pyridyl-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound 2-aminopyridine (5 g; 53.02 mmol) is dissolved in 80 ml of THF and heated at 80° C. for 15 hours in the presence of succinic anhydride (5.3 g; 53.08 mmol) and a catalytic amount of Et3N (0.7 ml). A white solid is observed with precipitates in the reaction mixture and is suction-filtered off, corresponding to the title product.

Workup

  1. customwith precipitates in the reaction mixture
  2. filtrationis suction-filtered off, corresponding to the title product

Sources & evidence

ORD record
ord-81da0161d94a4dc29cf1c16c036d5a3e
Source dataset
uspto-grants-2005_01
Patent number
US06846833B2

Reaction notes

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