Ethanol → HCID 23298086, compound

HRID 1953413Notes

Reaction equation

HRID 1953413 reaction equation
C(N[C:5]1[C:10](/[CH:11]=[CH:12]/[C:13]2[CH:14]=[C:15]([NH:19][C:20]3[C:25]([NH2:26])=[CH:24][CH:23]=[CH:22][N:21]=3)[CH:16]=[CH:17][CH:18]=2)=[CH:9][CH:8]=[CH:7][N:6]=1)(=O)C.[Cl-].[NH4+:28].[CH2:29]([OH:31])[CH3:30]>[Fe].O>[C:29]([NH:28][C:7]1[N:6]=[CH:5][C:10](/[CH:11]=[CH:12]/[C:13]2[CH:14]=[C:15]([NH:19][C:20]3[C:25]([NH2:26])=[CH:24][CH:23]=[CH:22][N:21]=3)[CH:16]=[CH:17][CH:18]=2)=[CH:9][CH:8]=1)(=[O:31])[CH3:30]

Participants

6

Reactant 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 232980872-[3-[(E)-2-(2-acetamido-3-pyridyl)vinyl]phenylamino]-3-aminopyridine

Product 1

HCID 23298086HCID 23298086, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

A mixture of 2-[3-[(E)-2-(2-acetamido-3-pyridyl)vinyl]phenylamino]-3-aminopyridine (1.86 g), iron powder (1.39 g) and ammonium chloride (0.26 g), ethanol (20 ml) and water (6 ml) was stirred under reflux for an hour. The reaction was filtered, concentrated and extracted with chloroform. The extracts were washed with saturated sodium bicarbonate solution, dried and evaporated to afford 2-[3-[(E)-2-(6-acetamido-3-pyridyl)vinyl]phenylamino]-3-aminopyridine as dark purple crystals (1.59 g).

Workup

  1. temperatureunder reflux for an hour
  2. filtrationThe reaction was filtered
  3. concentrationconcentrated
  4. extractionextracted with chloroform
  5. washThe extracts were washed with saturated sodium bicarbonate solution
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-72f7a37a2ca0483ba7f2a2b1bb9946e1
Source dataset
uspto-grants-2000_09
Patent number
US06117875

Reaction notes

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