Sulfuric Acid → 4-(Diethylphosphonomethyl)-2-pyridinecarboxamide

HRID 1587297Notes

Reaction equation

HRID 1587297 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][P:10]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:5][N:4]=1)#[N:2].S(=O)(=O)(O)[OH:19].[OH-].[Na+]>>[CH2:13]([O:12][P:10]([CH2:9][C:7]1[CH:6]=[CH:5][N:4]=[C:3]([C:1]([NH2:2])=[O:19])[CH:8]=1)([O:15][CH2:16][CH3:17])=[O:11])[CH3:14]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 145414382-Cyano-4-(diethylphosphonomethyl)pyridine

Product 1

HCID 145414394-(Diethylphosphonomethyl)-2-pyridinecarboxamide

Procedure

A mixture of 1.10 g of 2-cyano-4-(diethylphosphonomethyl)pyridine and 4.5 ml of concentrated sulfuric acid is heated at 90° for 5 minutes. The reaction mixture is poured onto ice and neutralized with 10% sodium hydroxide. The resulting precipitate is collected to afford 4-(diethylphosphonomethyl)-2-pyridinecarboxamide melting at 140°-142°.

Workup

  1. temperatureis heated at 90° for 5 minutes
  2. customThe resulting precipitate is collected

Sources & evidence

ORD record
ord-4866a39803484ba6bd306e8ae3a9b296
Source dataset
uspto-grants-1993_06
Patent number
US05217963

Reaction notes

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