Bromine → HCID 54706820, compound

HRID 414731Notes

Reaction equation

HRID 414731 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-238647e44294433e8b4674ea4a2555a9
Source dataset
uspto-grants-1988_12
Patent number
US04794116

Reaction notes

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