Ethylene Glycol → 2-Amino-4,6-dimethyl-5-phenylpyridine-3-carboxylic acid

HRID 1995614Notes

Reaction equation

HRID 1995614 reaction equation
[NH2:1][C:2]1[C:7](C#N)=[C:6](C)[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:4]([CH3:17])[N:3]=1.[OH-:18].[K+].[CH2:20]([OH:23])[CH2:21]O>>[NH2:1][C:2]1[C:21]([C:20]([OH:23])=[O:18])=[C:6]([CH3:7])[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:4]([CH3:17])[N:3]=1

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 204025382-Amino-4,6-dimethyl-5-phenylpyridine-3-carbonitrile

Product 1

HCID 204025312-Amino-4,6-dimethyl-5-phenylpyridine-3-carboxylic acid

Procedure

2-Amino-4,6-dimethyl-5-phenyl-3-pyridinecarbonitrile (0.5 gram) and potassium hydroxide (1.0 gram) were heated in 15 ml ethylene glycol at approximately 165° C. for about 6 hours. The reaction mixture was poured into ice water and then made acidic to a pH of 4-5. A solid formed which was collected, washed with water and identified as the desired product by TLC and NMR.

Workup

  1. customA solid formed which
  2. customwas collected
  3. washwashed with water

Sources & evidence

ORD record
ord-4074ca2f370c4d6db3c4c1e60797dda5
Source dataset
uspto-grants-1983_09
Patent number
US04405552

Reaction notes

Loading…