Nicotinic Acid → HCID 23168157, compound

HRID 2372527Notes

Reaction equation

HRID 2372527 reaction equation
[C:1]([NH:9][CH2:10][CH:11]([NH:13][C:14](=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1)[CH3:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.C(O)(=O)C1C=CC=NC=1.C(N)C(N)C.[N+:36]([O-:39])([OH:38])=[O:37]>CO>[N+:36]([O-:39])([OH:38])=[O:37].[N+:36]([O-:39])([OH:38])=[O:37].[C:1]([NH:9][CH2:10][CH:11]([NH:13][C:14](=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1)[CH3:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1

Participants

6

Reactant 4

HCID 938Nicotinic Acid2×HCID 944Nitric AcidHCID 6567PropylenediamineHCID 71234Nicaraven

Product 1

HCID 23168157HCID 23168157, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to the present invention, 1,2-bis(nicotinamido)propane can be obtained by suspending nicotinic acid in an inert organic solvent and reacting nicotinic acid with an organic base and a condensing agent, and further with 1,2-propanediamine. The solvent is then removed from the resulting reaction solution to obtain crude 1,2-bis(nicotinamido)propane. The crude product is then reacted with a lower alcohol such as methanol and nitric acid to produce 1,2-bis(nicotinamido)propane dinitrate, and the resulting dinitrate salt is recrystallized from a mixture of water and a lower alcohol. The 1,2-bis(nicotinamido)propane dinitrate thus obtained was suspended in an organic solvent, and an alkali or a solution of alkali is added to the suspension. The organic layer containing the dissociated 1,2-bis(nicotinamido)propane was separated, the solvent is distilled off under reduced pressure, and the product is crystallized from a solvent and then purified by recrystallization to obtain 1,2-bis(nicotinamido)propane having a high purity.

Workup

  1. customcan be obtained
  2. customThe solvent is then removed from the resulting reaction solution
  3. customto obtain crude 1,2-bis(nicotinamido)propane

Sources & evidence

ORD record
ord-01c0d4bdb0194cc29f4ab4fa72d289dd
Source dataset
uspto-grants-1992_03
Patent number
US05099022

Reaction notes

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