Bromine → HCID 54706820, compound

HRID 1788790Notes

Reaction equation

HRID 1788790 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:4](=[O:18])[CH:3]=1.[Br:19]Br>C(Cl)Cl>[Br:19][C:3]1[C:4](=[O:18])[N:5]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][N:7]=2

Participants

4

Reactant 2

HCID 24408BromineHCID 546864734-Hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one

Product 1

HCID 54706820HCID 54706820, compoundYield 65.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of 4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one (1 g) in CH2Cl2 (20 mL) was added, dropwise and with stirring, a solution of bromine (0.7 g) in CH2Cl2 (5 mL). The mixture was stirred at room temperature overnight, after which time the product was filtered off, dried in air and recrystallized from acetonitrile to yield 0.87 g of the product, m.p. >280° C.

Workup

  1. additionwas added
  2. stirringThe mixture was stirred at room temperature overnight
  3. filtrationafter which time the product was filtered off
  4. customdried in air
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-14cd47dd92304a94895a0eed6473f454
Source dataset
uspto-grants-1987_08
Patent number
US04684727

Reaction notes

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