Picolinic acid → HCID 2754831, compound

HRID 2118550Notes

Reaction equation

HRID 2118550 reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([OH:24])=[O:23].O[N:26]1[C:30](=[O:31])[CH2:29][CH2:28][C:27]1=[O:32]>CN(C)C=O>[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([O:24][N:26]1[C:30](=[O:31])[CH2:29][CH2:28][C:27]1=[O:32])=[O:23]

Participants

5

Reactant 3

HCID 1018Picolinic acidHCID 10868DicyclohexylcarbodiimideHCID 80170N-Hydroxysuccinimide

Product 1

HCID 2754831HCID 2754831, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The N-picolinoyloxysuccinimide is prepared by adding 8.4 g of N,N'-dicyclohexylcarbodiimide to a solution of 5.0 g of picolinic acid and 4.7 g of N-hydroxysuccinimide in 50 ml of dimethylformamide. The mixture is stirred overnight, triturated with ether and recrystallized from ethyl acetate, methylene chloride (1:1). The solid is collected and dried; mp. 174°-175°.

Workup

  1. customtriturated with ether
  2. customrecrystallized from ethyl acetate, methylene chloride (1:1)
  3. customThe solid is collected
  4. customdried

Sources & evidence

ORD record
ord-4abad34ebded45dfac07cbee404756e9
Source dataset
uspto-grants-1987_07
Patent number
US04678800

Reaction notes

Loading…