Water → HCID 57815430, compound

HRID 385539Notes

Reaction equation

HRID 385539 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]=[CH:7][CH:8]=[N+:9]([O-])[C:10]=2[CH:11]=1.C1(C)C=CC(S(Cl)(=O)=[O:20])=CC=1.C(=O)([O-])[O-].[K+].[K+].O>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:20])[NH:9]2)=[N:4][CH:3]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 73974-Toluenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 57815209HCID 57815209, compound

Product 1

HCID 57815430HCID 57815430, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 0.50 g of 3-bromo-1,5-naphthyridin-5-oxide in 10 mL of chloroform, 0.51 g of p-toluenesulfonyl chloride, 1.04 g of potassium carbonate and 3 mL of water were added, and the mixture was stirred at room temperature overnight. Thereto were added water and chloroform, and the solid was filtered off to obtain 0.39 g of 7-bromo-1,5-naphthyridin-2(1H)-one as a white solid.

Workup

  1. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-c9833403adf54c0291c363836bcafc4a
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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