Ammonia → 7-(4-Methoxyphenyl)-1,6-naphthyridin-5(6H)-one

HRID 1006929Notes

Reaction equation

HRID 1006929 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](O)=[CH:10][C:11]2[N:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([NH:15]C)=[O:14])=[CH:5][CH:4]=1.N>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:15][C:13](=[O:14])[C:12]3[CH:17]=[CH:18][CH:19]=[N:20][C:11]=3[CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 1371829882-[2-(4-Methoxyphenyl)-2-hydroxyethenyl]-n-methylnicotinamide

Product 1

HCID 225026987-(4-Methoxyphenyl)-1,6-naphthyridin-5(6H)-oneYield 76.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
1700 °C

Procedure

2-[2-(4-Methoxyphenyl)-2-hydroxyethenyl]-N-methylnicotinamide (2.509 g) was added to a 29% aqueous solution of ammonia (100 ml) and dioxane (50 ml), which was then heated in a sealed tube at 1700° C. overnight. After cooling as it was, the resulting insoluble matters were collected by filtration, to give the title compound as a dark green solid (1.694 g, yield; 73%)

Workup

  1. temperatureAfter cooling as it
  2. filtrationthe resulting insoluble matters were collected by filtration

Sources & evidence

ORD record
ord-fbcf8fcc4b714fa39d92de8a45578b8a
Source dataset
uspto-grants-2004_09
Patent number
US06790844B2

Reaction notes

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