Hydrochloric Acid → HCID 23078307, compound

HRID 229046Notes

Reaction equation

HRID 229046 reaction equation
[NH2:1][C:2]1[C:7]([CH:8]=O)=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)=O.[OH-:21].[Na+].Cl>>[C:17]1([CH3:20])[CH:18]=[CH:19][C:14]([C:12]2[C:11]([OH:21])=[CH:8][C:7]3[C:2](=[N:3][CH:4]=[CH:5][CH:6]=3)[N:1]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 692722-Bromo-4'-methylacetophenoneHCID 7376333-Pyridinecarboxaldehyde, 2-amino-

Product 1

HCID 23078307HCID 23078307, compoundYield 1%

Procedure

2-Amino-pyridine-3-carbaldehyde (100 mg) and 2-bromo-1-p-tolyl-ethanone (174 mg) were suspended in a 5 N aqueous sodium hydroxide solution (0.6 ml), and the suspension was hermetically sealed and, in this state, was allowed to stand for 3 days. The reaction solution was neutralized with 10% hydrochloric acid, and the resultant precipitate was then collected by filtration and was washed with water and chloroform. The powder as the residue was dried under the reduced pressure to give 2-p-toluyl-[1,8]naphthyridin-3-ol (2 mg, yield 1%).

Workup

  1. customthe suspension was hermetically sealed and, in this state
  2. filtrationthe resultant precipitate was then collected by filtration
  3. washwas washed with water and chloroform
  4. customThe powder as the residue was dried under the reduced pressure

Sources & evidence

ORD record
ord-c300897715a3459282a0f74b1b0b147e
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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