Water → 3-Amino-4-[6-(4-Pyridyl)-2-Pyridylamino]-3-Cyclobutene-1,2-Dione

HRID 322065Notes

Reaction equation

HRID 322065 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[N:3]=1.[NH2:14][C:15]1[C:16](=[O:25])[C:17](=[O:24])[C:18]=1OCCCC.O>N1C=CC=CC=1>[NH2:14][C:15]1[C:16](=[O:25])[C:17](=[O:24])[C:18]=1[NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 145450343-Amino-4-n-butoxy-3-cyclobutene-1,2-dioneHCID 149645716-(Pyridin-4-yl)pyridin-2-amine

Product 1

HCID 220099353-Amino-4-[6-(4-Pyridyl)-2-Pyridylamino]-3-Cyclobutene-1,2-DioneYield 13.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred solution of 2-amino-6-(4-pyridyl)pyridine (0.34 g) and 3-amino-4-n-butoxy-3-cyclobutene-1,2-dione (0.34 g) in pyridine (2 ml) is heated under reflux for 8 hours. The cool mixture is treated with water (15 ml) and the mixture stirred for 1 hour. The solid is filtered, washed with water, ethanol and ether, charcoaled and recrystallised from dimethylformamide to give 73 mg of the title compound, mp >340° C.

Workup

  1. temperatureunder reflux for 8 hours
  2. filtrationThe solid is filtered
  3. washwashed with water, ethanol and ether
  4. customrecrystallised from dimethylformamide

Sources & evidence

ORD record
ord-ef7a3c74db45479892f0006a858ed7bd
Source dataset
uspto-grants-2001_04
Patent number
US06211220B1

Reaction notes

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